CN106463638B

CN106463638B - Light-emitting component

Info

Publication number: CN106463638B
Application number: CN201580032714.3A
Authority: CN
Inventors: 安立诚; 佐佐田敏明
Original assignee: Sumitomo Chemical Co Ltd
Current assignee: Sumitomo Chemical Co Ltd
Priority date: 2014-06-19
Filing date: 2015-06-11
Publication date: 2018-08-28
Anticipated expiration: 2035-06-11
Also published as: JP6468289B2; JPWO2015194448A1; WO2015194448A1; CN106463638A

Abstract

There is provided external quantum efficiency excellent light-emitting component.A kind of light-emitting component, the light-emitting component has anode, cathode, luminescent layer between the anode and cathode is set, and the hole transmission layer being arranged between anode and luminescent layer, hole transmission layer is the layer obtained using the material with crosslinking group, it is phosphorescence luminance compounds (A) of the 400nm less than 495nm that luminescent layer, which is using the peak-peak wavelength containing luminous spectrum, peak-peak wavelength with luminous spectrum is layer obtained from compositions of the 400nm less than the phosphorescence luminance compound (B) of 495nm, at least one ligand backbone having with phosphorescence luminance compound (B) for the ligand backbone that phosphorescence luminance compound (A) has it is at least one mutually different.

Description

Light-emitting component

Technical field

The present invention relates to light-emitting components.

Background technology

The light-emitting components such as organic electroluminescent device (organic EL element) are due to spies such as high-luminous-efficiency, low voltage drives Property, the purposes of display and illumination can be suitably used for, attracted attention in recent years.The light-emitting component has luminescent layer, charge passes The organic layers such as defeated layer.

A kind of light-emitting component is recorded in patent document 1, which has：Hole containing hole mobile material passes Defeated layer and luminescent layer containing the composition comprising cyan phosphorescence luminance compound 1 and cyan phosphorescence luminance compound 2, And a kind of light-emitting component, the light-emitting component have：Hole transmission layer containing hole mobile material and containing including cyan phosphorus The luminescent layer of the composition of light luminance compound 1 and cyan phosphorescence luminance compound 3.It should be noted that the hole passes Defeated material is not the hole mobile material with crosslinking group.

Existing technical literature

Patent document

Patent document 1：International Publication No. 2013/058087

Invention content

Problems to be solved by the invention

However, its external quantum efficiency of above-mentioned light-emitting component might not be abundant.

Therefore, the purpose of the present invention is to provide the excellent light-emitting components of external quantum efficiency.

The means used to solve the problem

The present invention provides [1] below~[13].

[1] a kind of light-emitting component, the light-emitting component have anode, cathode, setting between the anode and cathode shine Layer and the hole transmission layer being arranged between anode and luminescent layer,

Hole transmission layer is the layer obtained using the material with crosslinking group,

It is 400nm less than 495nm and by following that luminescent layer, which is using the peak-peak wavelength containing luminous spectrum, Formula (A) indicate phosphorescence luminance compound (A) and luminous spectrum peak-peak wavelength be 400nm less than 495nm simultaneously And the layer obtained from the composition of the phosphorescence luminance compound (B) of following formula (B) expression,

Phosphorescence luminance compound (A) have by ring R^A1With ring R^A2At least one and phosphorescence of the ligand backbone of composition Luminance compound (B) have by ring R^B1With ring R^B2The ligand backbone of composition it is at least one mutually different,

In formula (A),

M indicates ruthenium atom, rhodium atom, palladium atom, iridium atom or pt atom,

n¹Indicate 1 or more integer, n²Indicate 0 or more integer, n¹+n²It is 2 or 3, is ruthenium atom, rhodium atom or iridium in M In the case of atom, n¹+n²It is 3, in the case where M is palladium atom or pt atom, n¹+n²It is 2,

E^A1And E^A2Each independently represent carbon atom or nitrogen-atoms, it should be noted that E^A1And E^A2In at least one party be Carbon atom,

Ring R^A1Indicate that the heteroaromatic of five-membered ring or hexatomic ring, these rings there can be substituent group, it should be noted that In ring R^A1In the case of heteroaromatic for hexatomic ring, E^A1For carbon atom, the substituent group there are it is multiple in the case of, They are identical or different, can be mutually bonded and form ring together with the atom being respectively bonded, in ring R^A1There are multiple In the case of, they are identical or different,

Ring R^A2Indicate five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring, this A little rings can have substituent group, it should be noted that in ring R^A2In the case of heteroaromatic for hexatomic ring, E^A2For carbon original Son, the substituent group there are it is multiple in the case of, they are identical or different, can be mutually bonded and with the original that is respectively bonded Son forms ring together, in ring R^A2In the case of multiple, they are identical or different, it should be noted that in ring R^A1It is six In the case of the heteroaromatic of membered ring, ring R^A2With electron-withdrawing group,

A¹-G¹-A²Indicate the bidentate ligand of anionic property, A¹And A²It is former to each independently represent carbon atom, oxygen atom or nitrogen Son, these atoms can be the atom for constituting ring, G¹Indicate singly-bound or and A¹And A²The atomic group of bidentate ligand is constituted together, In A¹-G¹-A²In the case of multiple, they are identical or different,

In formula (B),

E^B1And E^B2Each independently represent carbon atom or nitrogen-atoms, it should be noted that E^B1And E^B2In at least one party be Carbon atom,

Ring R^B1Indicate that the heteroaromatic of five-membered ring or hexatomic ring, these rings there can be substituent group, it should be noted that In ring R^B1In the case of heteroaromatic for hexatomic ring, E^B1For carbon atom, the substituent group there are it is multiple in the case of, They are identical or different, can be mutually bonded and form ring together with the atom being respectively bonded, in ring R^B1There are multiple In the case of, they are identical or different,

Ring R^B2Indicate five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring, this A little rings can have substituent group, it should be noted that in ring R^B2In the case of heteroaromatic for hexatomic ring, E^B2For carbon original Son, the substituent group there are it is multiple in the case of, they are identical or different, can be mutually bonded and with the original that is respectively bonded Son forms ring together, in ring R^B2In the case of multiple, they are identical or different, it should be noted that in ring R^B1It is six In the case of the heteroaromatic of membered ring, ring R^B2With electron-withdrawing group,

A¹-G¹-A²Indicate the bidentate ligand of anionic property, A¹And A²It is former to each independently represent carbon atom, oxygen atom or nitrogen Son, these atoms are to constitute the atom of ring or are not the atom for constituting ring, G¹Indicate singly-bound or and A¹And A²It constitutes together The atomic group of bidentate ligand, in A¹-G¹-A²In the case of multiple, they are identical or different.

[2] light-emitting component as described in [1], wherein the luminescent layer is adjacent with the hole transmission layer.

[3] light-emitting component as described in [1] or [2], wherein the material with crosslinking group is with selected from crosslinking group The low molecular compound of at least one of A groups crosslinking group or comprising with selected from least one of crosslinking group A groups be crosslinked The high-molecular compound of the cross-linked structure unit of base,

Crosslinking group A groups

[4] light-emitting component as described in [3], wherein described to have selected from least one of crosslinking group A groups crosslinking group Cross-linked structure unit is structural unit shown in structural unit or formula (Z ') shown in formula (Z),

In formula (Z),

NA indicates that 0~5 integer, n indicate 1 or 2,

Ar¹Indicate that aromatic hydrocarbyl or heterocycle, these groups there can be substituent group,

L^AIndicate that alkylidene, cycloalkylidene, arlydene, divalent heterocycle, group, oxygen atom or sulphur are former shown in-NR '- Son, these groups can have substituent group, R ' to indicate hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, these groups There can be substituent group, in L^AIn the case of multiple, they are identical or different,

X indicate selected from the crosslinking group A groups crosslinking group, X there are it is multiple in the case of, they are identical or different,

In formula (Z '),

MA indicate 0~5 integer, m indicate 1~4 integer, c indicate 0 or 1, mA there are it is multiple in the case of, it It is identical or different,

Ar³Indicate aromatic hydrocarbyl, heterocycle or at least one aromatic series hydrocarbon ring and at least one heterocycle Direct Bonding At group, these groups can have substituent group,

Ar²And Ar⁴Arlydene or divalent heterocycle are each independently represented, these groups can have substituent group,

Ar²、Ar³And Ar⁴It respectively can be straight with the group other than the group being bonded on the nitrogen-atoms that the group is bonded It connects and bonds together to form ring or form ring via oxygen atom or sulfur atom linkage,

K^AGroup, oxygen atom or sulphur are former shown in expression alkylidene, cycloalkylidene, arlydene, divalent heterocycle ,-NR "- Son, these groups can have substituent group, R " to indicate hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, these groups There can be substituent group, in K^AIn the case of multiple, they are identical or different,

X ' indicates crosslinking group, hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle selected from the crosslinking group A groups, These groups can have substituent group, it should be noted that at least one X ' is the crosslinking group selected from the crosslinking group A groups.

[5] light-emitting component as described in [3], wherein described to have selected from least one of crosslinking group A groups crosslinking group Low molecular compound is low molecular compound shown in formula (Z "),

In formula (Z "),

m^B1And m^B2Each independently represent 0 or more integer, existing multiple m^B1It is identical or different,

n^B1The integer for indicating 0 or more, in n^B1In the case of multiple, they are identical or different,

Ar⁵Indicate aromatic hydrocarbyl, heterocycle or at least one aromatic series hydrocarbon ring and at least one heterocycle Direct Bonding At group, these groups can have substituent group, in Ar⁵In the case of multiple, they are identical or different,

L^B1Group, oxygen atom or sulphur are former shown in expression alkylidene, cycloalkylidene, arlydene, divalent heterocycle ,-NR " '- Son, these groups can have substituent group, R " ' to indicate hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, these groups There can be substituent group, in L^B1In the case of multiple, they are identical or different,

X " indicates crosslinking group, hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle selected from the crosslinking group A groups, These groups can have substituent group, existing multiple X " identical or different, it should be noted that among existing multiple X " extremely Few one is the crosslinking group selected from the crosslinking group A groups.

[6] light-emitting component as described in any one of [1]~[5], wherein the phosphorescence luminance compound (A) has By ring R^A1With ring R^A2The ligand backbone of composition all have with phosphorescence luminance compound (B) by ring R^B1With ring R^B2Structure At ligand backbone whole it is mutually different.

[7] light-emitting component as described in any one of [1]~[6], wherein

The phosphorescence luminance compound (A) is phosphorescence luminance compound shown in following formula (A-1),

The phosphorescence luminance compound (B) is phosphorescence luminance compound shown in following formula (B-1),

In formula (A-1),

M、n¹、n²、E^A2And A¹-G¹-A²Indicate meaning same as above,

Ring R^A3Indicate that the heteroaromatic of hexatomic ring, the ring there can be substituent group, there are multiple in the substituent group In the case of, they are identical or different, can be mutually bonded and form ring together with the atom being respectively bonded, in ring R^A3There are In the case of multiple, they are identical or different,

Ring R^A4Indicate five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring, this A little rings can have substituent group, it should be noted that in ring R^A4In the case of heteroaromatic for hexatomic ring, E^A2For carbon original Son, the substituent group there are it is multiple in the case of, they are identical or different, can be mutually bonded and with the original that is respectively bonded Son forms ring together, in ring R^A4In the case of multiple, they are identical or different, it should be noted that ring R^A4With suction Electron group,

In formula,

M、n¹、n²、E^B1、E^B2And A¹-G¹-A²Indicate meaning same as above,

Ring R^B3Indicate pentacyclic heteroaromatic, which there can be substituent group, and there are multiple in the substituent group In the case of, they are identical or different, can be mutually bonded and form ring together with the atom being respectively bonded, in ring R^B3There are In the case of multiple, they are identical or different,

Ring R^B4Indicate five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring, Ring R^B4In the case of heteroaromatic for hexatomic ring, E^B2For carbon atom, these rings can have substituent group, in the substituent group In the case of multiple, they are identical or different, can be mutually bonded and form ring together with the atom being respectively bonded, In ring R^B4In the case of multiple, they are identical or different.

[8] light-emitting component as described in any one of [1]~[6], wherein under the phosphorescence luminance compound (A) is Phosphorescence luminance compound shown in formula (A-2) is stated, the phosphorescence luminance compound (B) is phosphorus shown in following formula (B-2) Light luminance compound,

In formula (A-2),

M、n¹、n²、E^A2And A¹-G¹-A²Indicate meaning same as above,

Ring R^A5Indicate imidazole ring, the ring can have substituent group, the substituent group there are it is multiple in the case of, their phases It is same or different, it can be mutually bonded and form ring together with the atom being respectively bonded, in ring R^A5In the case of multiple, They are identical or different,

Ring R^A6Indicate five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring, this A little rings can have substituent group, it should be noted that in ring R^A6In the case of heteroaromatic for hexatomic ring, E^A2For carbon original Son, the substituent group there are it is multiple in the case of, they are identical or different, can be mutually bonded and with the original that is respectively bonded Son forms ring together, in ring R^A6In the case of multiple, they are identical or different,

In formula (B-2),

M、n¹、n²、E^B1、E^B2And A¹-G¹-A²Indicate meaning same as above,

Ring R^B5Indicate triazole ring, the ring can have substituent group, the substituent group there are it is multiple in the case of, their phases It is same or different, it can be mutually bonded and form ring together with the atom being respectively bonded, in ring R^B5In the case of multiple, They are identical or different,

Ring R^B6Indicate five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring, Ring R^B6In the case of heteroaromatic for hexatomic ring, E^B2For carbon atom, these rings can have substituent group, in the substituent group In the case of multiple, they are identical or different, can be mutually bonded and form ring together with the atom being respectively bonded, In ring R^B6In the case of multiple, they are identical or different.

[9] light-emitting component as described in [7], wherein

Phosphorescence luminance compound shown in the formula (A-1) is phosphorescence luminance compound shown in following formula (A-3),

Phosphorescence luminance compound shown in the formula (B-1) is phosphorescence luminance compound shown in following formula (B-3),

In formula (A-3),

M、n¹、n²And A¹-G¹-A²Indicate meaning same as above,

E^A71、E^A72、E^A73、E^A74、E^A81、E^A82、E^A83And E^A84Nitrogen-atoms or carbon atom are each independently represented, in E^A71、 E^A72、E^A73、E^A74、E^A81、E^A82、E^A83And E^A84In the case of multiple, each is identical or different, in E^A71、E^A72、 E^A73、E^A74、E^A81、E^A82、E^A83And E^A84In the case of nitrogen-atoms, R^A71、R^A72、R^A73、R^A74、R^A81、R^A82、R^A83And R^A84It does not deposit ,

R^A71、R^A72、R^A73、R^A74、R^A81、R^A82、R^A83And R^A84Each independently represent hydrogen atom, alkyl, naphthenic base, alcoxyl Base, cycloalkyloxy, aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups can have substituent group, R^A71、R^A72、R^A73、R^A74、R^A81、R^A82、R^A83And R^A84In the case of multiple, each is identical or different, R^A71With R^A72、R^A72With R^A73、R^A73With R^A74、R^A71With R^A81、R^A81With R^A82、R^A82With R^A83And R^A83With R^A84Each group can be bonded and with The carbon atom that each group is bonded forms ring together, it should be noted that R^A81、R^A82、R^A83And R^A84At least one of for inhale electricity Subbase group,

Ring R^A7It indicates by nitrogen-atoms, carbon atom, E^A71、E^A72、E^A73And E^A74The pyridine ring or pyrimidine ring of composition,

Ring R^A8It indicates by two carbon atoms, E^A81、E^A82、E^A83And E^A84Phenyl ring, pyridine ring or the pyrimidine ring of composition,

In formula (B-3),

M、n¹、n²、E^B1And A¹-G¹-A²Indicate meaning same as above,

E^B71、E^B72、E^B73、E^B81、E^B82、E^B83And E^B84Nitrogen-atoms or carbon atom are each independently represented, in E^B71、E^B72、 E^B73、E^B81、E^B82、E^B83And E^B84In the case of multiple, each is identical or different, in E^B71、E^B72And E^B73For nitrogen In the case of atom, R^B71、R^B72And R^B73Existence or non-existence, in E^B81、E^B82、E^B83And E^B84In the case of nitrogen-atoms, R^B81、 R^B82、R^B83And R^B84It is not present,

R^B71、R^B72、R^B73、R^B81、R^B82、R^B83And R^B84Each independently represent hydrogen atom, alkyl, naphthenic base, alkoxy, Cycloalkyloxy, aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups can have substituent group, R^B71、R^B72、R^B73、R^B81、R^B82、R^B83And R^B84In the case of multiple, each is identical or different, R^B71With R^B72、 R^B72With R^B73、R^B71With R^B81、R^B81With R^B82、R^B82With R^B83And R^B83With R^B84Each group can be bonded and is bonded with each group Atom forms ring together,

Ring R^B7It indicates by nitrogen-atoms, E^B1、E^B71、E^B72And E^B73The triazole ring or imidazole ring of composition,

Ring R^B8It indicates by two carbon atoms, E^B81、E^B82、E^B83And E^B84Phenyl ring, pyridine ring or the pyrimidine ring of composition.

[10] light-emitting component as described in [8], wherein

Phosphorescence luminance compound shown in the formula (A-2) is phosphorescence luminance compound shown in following formula (A-4),

Phosphorescence luminance compound shown in the formula (B-2) is phosphorescence luminance compound shown in following formula (B-4),

In formula (A-4),

M、n¹、n²And A¹-G¹-A²Indicate meaning same as above,

E^A91、E^A92、E^A93、E^A101、E^A102、E^A103And E^A104Nitrogen-atoms or carbon atom are each independently represented, in E^A91、 E^A92、E^A93、E^A101、E^A102、E^A103And EA¹⁰⁴In the case of multiple, each is identical or different, in E^A91、E^A92With E^A93In the case of nitrogen-atoms, R^A91、R^A92And R^A93Existence or non-existence, in E^A101、E^A102、E^A103And E^A104For nitrogen-atoms In the case of, R^A101、R^A102、R^A103And R^A104It is not present,

R^A91、R^A92、R^A93、R^A101、R^A102、R^A103And R^A104Each independently represent hydrogen atom, alkyl, naphthenic base, alcoxyl Base, cycloalkyloxy, aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups can have substituent group, R^A91、R^A92、R^A93、R^A101、R^A102、R^A103And R^A104In the case of multiple, each is identical or different, R^A91With R^A92、R^A92With R^A93、R^A91With R^A101、R^A101With R^A102、R^A102With RA¹⁰³And R^A103With R^A104Each group can be bonded and and each group The atom being bonded forms ring together,

Ring R^A9It indicates by nitrogen-atoms, carbon atom, E^A91、E^A92And E^A93The imidazole ring of composition,

Ring R^A10It indicates by two carbon atoms, E^A101、E^A102、E^A103And E^A104Phenyl ring, pyridine ring or the pyrimidine ring of composition,

In formula (B-4),

M、n¹、n²、E^B1And A¹-G¹-A²Indicate meaning same as above,

E^B91、E^B92、E^B93、E^B101、E^B102、E^B103And E^B104Nitrogen-atoms or carbon atom are each independently represented, in E^B91、 E^B92、E^B93、E^B101、E^B102、E^B103And E^B104In the case of multiple, each is identical or different, in E^B91、E^B92With E^B93In the case of nitrogen-atoms, R^B91、R^B92And R^B93Existence or non-existence, in E^B101、E^B102、E^B103And E^B104For nitrogen-atoms In the case of, R^B101、R^B102、R^B103And R^B104It is not present,

R^B91、R^B92、R^B93、R^B101、R^B102、R^B103And R^B104Each independently represent hydrogen atom, alkyl, naphthenic base, alcoxyl Base, cycloalkyloxy, aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups can have substituent group, R^B91、R^B92、R^B93、R^B101、R^B102、R^B103And R^B104In the case of multiple, each is identical or different, R^B91With R^B92、R^B92With R^B93、R^B91With R^B101、R^B101With R^B102、R^B102With R^B103And R^B103With R^B104Each group can be bonded and and each group The atom being bonded forms ring together,

Ring R^B9It indicates by nitrogen-atoms, E^B1、E^B91、E^B92And E^B93The triazole ring of composition,

Ring R^B10It indicates by two carbon atoms, E^B101、E^B102、E^B103And E^B104Phenyl ring, pyridine ring or the pyrimidine ring of composition.

[11] light-emitting component as described in [9], wherein

Phosphorescence luminance compound shown in the formula (A-3) is phosphorescence photism shown in following formula (1), (2) or (3) Compound,

Phosphorescence luminance compound shown in the formula (B-3) is phosphorescence hair shown in following formula (4), (5), (6) or (7) Photosensitiveness compound,

In formula,

A¹-G¹-A²Indicate meaning same as above,

M¹Indicate iridium atom or pt atom,

n³Indicate 1 or more integer, n⁴Indicate 0 or more integer, n³+n⁴It is 2 or 3, in M¹In the case of iridium atom, n³ +n⁴It is 3, in M¹In the case of pt atom, n³+n⁴It is 2,

R¹、R²、R³、R⁴、R¹¹、R¹²、R¹³And R¹⁴Each independently represent hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkanes Oxygroup, aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups can have substituent group, in R¹、R²、 R³、R⁴、R¹¹、R¹²、R¹³And R¹⁴In the case of multiple, each is identical or different, R¹With R²、R²With R³、R³With R⁴、R¹ With R¹¹、R¹¹With R¹²、R¹²With R¹³And R¹³With R¹⁴Each group can be bonded and the carbon atom being bonded with each group forms ring together, It should be noted that R¹¹、R¹²、R¹³And R¹⁴At least one of be electron-withdrawing group,

In formula,

A¹-G¹-A²Indicate meaning same as above,

M¹Indicate iridium atom or pt atom,

n⁵Indicate 1 or more integer, n⁶Indicate 0 or more integer, n⁵+n⁶It is 2 or 3, in M¹In the case of iridium atom, n⁵ +n⁶It is 3, in M¹In the case of pt atom, n⁵+n⁶It is 2,

R²¹、R²²、R²³、R³¹、R³²、R³³And R³⁴Each independently represent hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkanes oxygen Base, aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups can have substituent group, in R²¹、R²²、 R²³、R³¹、R³²、R³³And R³⁴In the case of multiple, each is identical or different, R²¹With R²²、R²²With R²³、R²¹With R³¹、R³¹With R³²、R³²With R³³And R³³With R³⁴Each group can be bonded and the atom being bonded with each group forms ring together.

[12] light-emitting component as described in [10], wherein

Phosphorescence luminance compound shown in the formula (A-4) is phosphorescence photism chemical combination shown in following formula (4) or (5) Object,

Phosphorescence luminance compound shown in the formula (B-4) is phosphorescence photism chemical combination shown in following formula (6) or (7) Object,

In formula,

A¹-G¹-A²Indicate meaning same as above,

M¹Indicate iridium atom or pt atom,

[13] light-emitting component as described in any one of [1]~[12], wherein

The luminescent layer is layer obtained from using the composition for further containing following formula (H-1) compound represented,

In formula,

Ar^H1And Ar^H2Aryl or monovalence heterocycle are each independently represented, these groups can have substituent group,

n^H1And n^H20 or 1 is each independently represented, in n^H1In the case of multiple, they are identical or different, exist Multiple n^H2It is identical or different,

n^H3Indicate 0 or more integer,

L^H1Indicate arlydene, divalent heterocycle or-[C (R^H11)₂]n^H11Shown in group, these groups can have Substituent group, in L^H1In the case of multiple, they are identical or different,

n^H11Indicate 1 or more and 10 integers below, R^H11Indicate hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkyloxy, Aryl or monovalence heterocycle, these groups can have substituent group, existing multiple R^H11It is identical or different, it can mutually be bonded And ring is formed together with the carbon atom being respectively bonded,

L^H2Expression-N (- L^H21-R^H21)-shown in group, in L^H2In the case of multiple, they are identical or different,

L^H21Indicate that singly-bound, arlydene or divalent heterocycle, these groups can have substituent group, R^H21Expression hydrogen atom, Alkyl, naphthenic base, aryl or monovalence heterocycle, these groups can have substituent group.

The effect of invention

According to the present invention it is possible to provide external quantum efficiency excellent light-emitting component.

Specific implementation mode

Hereinafter, the suitable embodiment of the present invention is described in detail.

The term used common in the present specification is exactly meaning below as long as no special record.

Me indicates that methyl, Et indicate that ethyl, Bu indicate that butyl, i-Pr indicate that isopropyl, t-Bu indicate tertiary butyl.

Hydrogen atom may be D-atom, can also be protium atom.

In the formula for indicating metal complex, indicate with the solid line of central metal being bonded to refer to covalent bond or coordinate bond.

" high-molecular compound " refers to that the number-average molecular weight that there is molecular weight distribution and polystyrene to convert is 1 × 10³~1 ×10⁸Polymer.

High-molecular compound can be any in block copolymer, random copolymer, alternate copolymer, graft copolymer Kind, or other forms.

If polymerizable reactive group remains as former state, the characteristics of luminescence when high-molecular compound to be used for the making of light-emitting component Or the brightness service life is possible to decline, thus the end group of high-molecular compound is preferably stable group.The end group is excellent It is selected as carrying out the group that conjugation is bonded with main chain, for example,：It is bonded with aryl or monovalence heterocycle via carbon-carbon bond Group.

" low molecular compound " refers to no molecular weight distribution and molecular weight is 1 × 10⁴Compound below.

" structural unit " refers to that there are 1 or more units in high-molecular compound.

" alkyl " can be any one of straight chain and branch.The carbon atom number of the alkyl of straight chain does not include the carbon of substituent group Including atomicity, usually 1~50, preferably 3~30, more preferably 4~20.The carbon atom number of the alkyl of branch does not include taking Including the carbon atom number of Dai Ji, usually 3~50, preferably 3~30, more preferably 4~20.

Alkyl can have substituent group, alkyl for example,：Methyl, ethyl, propyl, isopropyl, butyl, isobutyl Base, tertiary butyl, amyl, isopentyl, 2- ethyl-butyls, hexyl, heptyl, octyl, 2- ethylhexyls, 3- propylheptyls, decyl, 3, Hydrogen atom in 7- dimethyl octyl, 2- ethyloctanyls, 2- hexyls decyl, dodecyl and these groups is by naphthenic base, alkane Group after the substitutions such as oxygroup, cycloalkyloxy, aryl, fluorine atom, for example, trifluoromethyl, pentafluoroethyl group, perfluor fourth Base, perfluoro hexyl, perfluoro capryl, 3- phenylpropyls, 3- (4- aminomethyl phenyls) propyl, 3- (3,5- dihexyl phenyl) propyl, 6- second Oxygroup hexyl.

The carbon atom number of " naphthenic base " is not including the carbon atom number of substituent group, usually 3~50, preferably 3~30, More preferably 4~20.

Naphthenic base can have substituent group, and naphthenic base is for example, cyclohexyl, cyclohexyl methyl, cyclohexyl-ethyl.

" aryl " refers to being removed and remaining original after the hydrogen atom 1 for the carbon atom Direct Bonding for constituting ring from aromatic hydrocarbon Son group.The carbon atom number of aryl is not including the carbon atom number of substituent group, usually 6~60, preferably 6~20, more preferably It is 6~10.

Aryl can have substituent group, aryl for example, phenyl, 1- naphthalenes, 2- naphthalenes, 1- anthryls, 2- anthryls, 9- anthryls, 1- pyrenyls, 2- pyrenyls, 4- pyrenyls, 2- fluorenyls, 3- fluorenyls, 4- fluorenyls, 2- phenyls, 3- phenyls, 4- phenyl Hydrogen atom in phenyl and these groups is by after the substitutions such as alkyl, naphthenic base, alkoxy, cycloalkyloxy, aryl, fluorine atom Group.

" alkoxy " can be any one of straight chain and attachment.The carbon atom number of the alkoxy of straight chain does not include substituent group Carbon atom number including, usually 1~40, preferably 4~10.The carbon atom number of the alkoxy of branch does not include the carbon of substituent group Including atomicity, usually 3~40, preferably 4~10.

Alkoxy can have substituent group, alkoxy for example, methoxyl group, ethyoxyl, propoxyl group, isopropoxy, Butoxy, isobutoxy, tert-butoxy, amoxy, hexyloxy, oxygroup in heptan, octyloxy, 2- ethyl hexyl oxies, nonyl epoxide, last of the ten Heavenly stems oxygen Hydrogen atom in base, 3,7- dimethyl-octas oxygroup, bay oxygroup and these groups by naphthenic base, alkoxy, cycloalkyloxy, Group after the substitutions such as aryl, fluorine atom.

The carbon atom number of " cycloalkyloxy " not including the carbon atom number of substituent group, usually 3~40, preferably 4~ 10。

Cycloalkyloxy can have substituent group, and cycloalkyloxy is for example, cyclohexyloxy.

The carbon atom number of " aryloxy group " is not including the carbon atom number of substituent group, usually 6~60, preferably 7~48.

Aryloxy group can have substituent group, and aryloxy group is for example, phenoxy group, 1- naphthoxys, 2- naphthoxys, 1- anthracenes Hydrogen atom in oxygroup, 9- anthracenes oxygroup, 1- pyrenyls oxygroup and these groups by alkyl, naphthenic base, alkoxy, cycloalkyloxy, Group after the substitutions such as fluorine atom.

" p valences heterocycle " (p indicates 1 or more integer) refers to, the carbon atom with composition ring is removed from hetero ring type compound Or remaining atomic group after p hydrogen atom among the hydrogen atom of hetero atom Direct Bonding.Among p valence heterocycles, preferably from virtue It is remaining after p hydrogen atom among the hydrogen atom of the carbon atom or hetero atom Direct Bonding of fragrant race's hetero ring type compound removing and composition ring Under atomic group be " p valences aromatic heterocycle ".

" heteroaromatic formula compound " Shi , oxadiazoles, thiadiazoles, thiazole, oxazoles, thiophene, pyrroles, phosphorus heterocycle penta 2 Alkene, furans, pyridine, pyrazine, pyrimidine, triazine, pyridazine, quinoline, isoquinolin, carbazole, dibenzo thiophene cough up, dibenzo phosphorus heterocycle penta 2 The heterocycles such as alkene itself show the compound and phenoxazine, phenthazine, dibenzo boron heterocyclic pentylene, dibenzo thiophene of armaticity Although coughing up, the heterocycles itself such as chromene do not show armaticity but condense the compound for having aromatic ring on heterocycle.

The carbon atom number of monovalence heterocycle not including the carbon atom number of substituent group, usually 2~60, preferably 4~ 20。

Monovalence heterocycle can have substituent group, monovalence heterocycle for example, thienyl, pyrrole radicals, furyl, Hydrogen atom in pyridyl group, piperidyl, quinolyl, isoquinolyl, pyrimidine radicals, triazine radical and these groups is by alkyl, cycloalkanes Group after the substitutions such as base, alkoxy, cycloalkyloxy.

" halogen atom " indicates fluorine atom, chlorine atom, bromine atom or iodine atom.

" amino " can have substituent group, and amino is preferably substituted-amino.Substituent group possessed by amino be preferably alkyl, Naphthenic base, aryl or monovalence heterocycle.

Substituted-amino for example,：Dialkyl amido, bicyclic alkyl amino and ammonia diaryl base.

Amino is for example, dimethylamino, lignocaine, diphenyl amino, bis- (4- aminomethyl phenyls) amino, bis- (4- Tert-butyl-phenyl) amino, bis- (3,5- di-tert-butyl-phenyl) amino.

" alkenyl " can be any one of straight chain and attachment.The carbon atom number of the alkenyl of straight chain does not include the carbon of substituent group Including atomicity, usually 2~30, preferably 3~20.The carbon atom number of the alkenyl of branch does not include the carbon atom number of substituent group Inside, usually 3~30, preferably 4~20.

The carbon atom number of " cycloalkenyl group " is not including the carbon atom number of substituent group, usually 3~30, preferably 4~20.

Alkenyl and cycloalkenyl group can have substituent group, for example, vinyl, 1- acrylic, 2- acrylic, 2- fourths Alkenyl, 3- cyclobutenyls, 3- pentenyls, 4- pentenyls, 1- hexenyls, 5- hexenyls, 7- octenyls and these groups, which have, to be taken The group of Dai Ji.

" alkynyl " can be any one of straight chain and attachment.The carbon atom number of alkynyl does not include that the carbon atom of substituent group exists It is interior, usually 2~20, preferably 3~20.The carbon atom number of the alkynyl of branch is not including the carbon atom of substituent group, usually It is 4~30, preferably 4~20.

The carbon atom number of " cycloalkynyl radical " is not including the carbon atom of substituent group, usually 4~30, preferably 4~20.

Alkynyl and cycloalkynyl radical can have substituent group, for example, acetenyl, 1- propinyls, 2-propynyl, 2- fourths Alkynyl, 3- butynyls, 3- pentynyls, 4- pentynyls, 1- hexin bases, 5- hexin bases and these groups have the base of substituent group Group.

" arlydene " refers to remaining after hydrogen atom 2 of the aromatic hydrocarbon removing with the carbon atom Direct Bonding of composition ring Atomic group.The carbon atom number of arlydene is not including the carbon atom number of substituent group, usually 6~60, preferably 6~30, more Preferably 6~18.

Arlydene can have substituent group, and arlydene is for example, phenylene, naphthalene-diyl, anthracene diyl, luxuriant and rich with fragrance diyl, two Hydrogen phenanthrene diyl, aphthacene diyl, fluorenes diyl, pyrene diyl, diyl,Diyl and these groups have the group of substituent group, Preferably group shown in formula (A-1)~formula (A-20).Arlydene include these multiple group bondings at group.

[in formula, R and R^aEach independently represent hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle.It is existing more A R and R^aRespectively it can be the same or different, R^aIt can be mutually bonded and be formed together with the atom being respectively bonded each other Ring.]

The carbon atom number of divalent heterocycle not including the carbon atom number of substituent group, usually 2~60, preferably 3~ 20, more preferably 4~15.

Divalent heterocycle can have substituent group, divalent heterocycle for example, from pyridine, diazine, triazine, Azanaphthalene, benzodiazine, carbazole, dibenzofurans, dibenzothiophenes, dibenzo thiophene cough up, phenoxazines, phenthazine, acridine, dihydro Acridine, furans, thiophene, azoles, diazole, triazole are removed and are constituted 2 among the carbon atom of ring or the hydrogen atom of hetero atom Direct Bonding Group shown in bivalent group after a hydrogen atom, preferably formula (AA-1)~formula (AA-34).Divalent heterocycle include it is multiple this A little group bondings at group.

[in formula, R and R^aIndicate meaning same as above.]

" crosslinking group " refers to by for the producible new key such as heat treatment, ultraviolet treatment with irradiation, radical reaction Group, group shown in preferably any one of formula (BX-1)-(BX-17) of crosslinking group A groups.These groups, which can have, to be taken Dai Ji.

(crosslinking group A groups)

" substituent group " indicates halogen atom, cyano, nitro, aftermentioned-C (=X¹⁰¹)-R¹⁰¹Shown in group, alkyl, cycloalkanes Base, aryl, monovalence heterocycle, alkoxy, cycloalkyloxy, aryloxy group, amino, substituted-amino, alkenyl, cycloalkenyl group, alkynyl or ring Alkynyl.Substituent group can be crosslinking group.

" poplar bundles primitive " refers to, there is the dendritic branch structure using atom or ring as the rule of branch point (to set Shape macromolecular structure) group.Compound (hereinafter referred to as " dendrimer, dendritic polymer ") with poplar bundles primitive for example,： International Publication No. 02/067343, Japanese Unexamined Patent Publication 2003-231692 bulletins, International Publication No. 2003/079736, the world Structure described in No. 2006/097717 equal documents is disclosed.

Poplar bundles primitive is preferably group shown in formula (D-A) or (D-B).

[in formula,

m^DA1、m^DA2And m^DA3Each independently represent 0 or more integer.

G^DAIndicate that nitrogen-atoms, aromatic hydrocarbyl or heterocycle, these groups there can be substituent group.

Ar^DA1、Ar^DA2And Ar^DA3Arlydene or divalent heterocycle are each independently represented, these groups there can be substitution Base.In Ar^DA1、Ar^DA2And Ar^DA3In the case of multiple, each can be the same or different.

T^DAIndicate that aryl or monovalence heterocycle, these groups there can be substituent group.Existing multiple T^DAIt can be identical It can be different.]

[in formula, m^DA1、m^DA2、m^DA3、m^DA4、m^DA5、m^DA6And m^DA7Each independently represent 0 or more integer.

G^DAIndicate that nitrogen-atoms, aromatic hydrocarbyl or heterocycle, these groups there can be substituent group.Existing multiple G^DA It can be the same or different.

Ar^DA1、Ar^DA2、Ar^DA3、Ar^DA4、Ar^DA5、Ar^DA6And Ar^DA7Arlydene or divalent heterocycle are each independently represented, These groups can have substituent group.In Ar^DA1、Ar^DA2、Ar^DA3、Ar^DA4、Ar^DA5、Ar^DA6And Ar^DA7There are multiple situations Under, each can be the same or different.

m^DA1、m^DA2、m^DA3、m^DA4、m^DA5、m^DA6And m^DA7Usually 10 integer below, preferably 5 integers below are more excellent It is selected as 0 or 1.m^DA1、m^DA2、m^DA3、m^DA4、m^DA5、m^DA6And m^DA7Preferably same integer.

G^DAGroup shown in preferably formula (GDA-11)~(GDA-15), these groups can have substituent group.

[in formula,

* it indicates and the Ar in formula (D-A)^DA1, Ar in formula (D-B)^DA1, Ar in formula (D-B)^DA2Or in formula (D-B) Ar^DA3Bonding.

* is indicated and the Ar in formula (D-A)^DA2, Ar in formula (D-B)^DA2, Ar in formula (D-B)^DA4Or in formula (D-B) Ar^DA6Bonding.

* * are indicated and the Ar in formula (D-A)^DA3, Ar in formula (D-B)^DA3, Ar in formula (D-B)^DA5Or in formula (D-B) Ar^DA7Bonding.

R^DAIndicate hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkyloxy, aryl or monovalence heterocycle, these groups can Further to have substituent group.In R^DAIn the case of multiple, they can be the same or different.]

R^DAPreferably hydrogen atom, alkyl, naphthenic base, alkoxy or cycloalkyloxy, more preferably hydrogen atom, alkyl or cycloalkanes Base, these groups can have substituent group.

Ar^DA1、Ar^DA2、Ar^DA3、Ar^DA4、Ar^DA5、Ar^DA6And Ar^DA7Base shown in preferably formula (ArDA-1)~(ArDA-3) Group.

[in formula,

R^DAIndicate meaning same as above.

R^DBIndicate that hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, these groups there can be substituent group. R^DBIn the case of multiple, they can be the same or different.]

R^DBPreferably alkyl, naphthenic base, aryl or monovalence heterocycle, more preferably aryl or monovalence heterocycle, further Preferably aryl.

T^DAGroup shown in preferably formula (TDA-1)~(TDA-3).

[in formula, R^DAAnd R^DBIndicate meaning same as above.]

Group shown in formula (D-A) is preferably group shown in formula (D-A1)~(D-A3).

[in formula,

R^p1、R^p2And R^p3Each independently represent alkyl, naphthenic base, alkoxy, cycloalkyloxy or halogen atom.In R^p1And R^p2 In the case of multiple, each can be the same or different.

Np1 indicates that 0~5 integer, np2 indicate that 0~3 integer, np3 indicate 0 or 1.Existing multiple np1 can be identical It can also be different.]

Group shown in formula (D-B) is preferably group shown in formula (D-B1)~(D-B3).

[in formula,

Np1 indicates that 0~5 integer, np2 indicate that 0~3 integer, np3 indicate 0 or 1.In np1 and np2, there are multiple In the case of, each can be the same or different.]

Np1 is preferably 0 or 1, more preferably 1.Np2 is preferably 0 or 1, more preferably 0.Np3 is preferably 0.

R^p1、R^p2And R^p3Preferably alkyl or cycloalkyl.

<Light-emitting component>

The light-emitting component of the present invention is that have anode, cathode, setting luminescent layer between the anode and cathode and setting The light-emitting component of hole transmission layer between anode and luminescent layer, wherein

Luminescent layer is using containing phosphorescence photism shown in phosphorescence luminance compound (A) shown in formula (A) and formula (B) Layer obtained from the composition of compound (B),

Phosphorescence luminance compound (A) have by ring R^A1With ring R^A2At least one and phosphorescence of the ligand backbone of composition Luminance compound (B) have by ring R^B1With ring R^B2The ligand backbone of composition it is at least one mutually different.

Relationship so-called " use ... obtain " for hole transmission layer and the material with crosslinking group refers to, using with The material of crosslinking group forms hole transmission layer.Material with crosslinking group can contain in hole transmission layer as former state, have and hand over The material of symbasis can also be in the molecule, in state that is intermolecular or being crosslinked in both (with crosslinking group Material crosslinked) containing in hole transmission layer.

Relationship so-called " use ... and obtain " about luminescent layer and composition refers to forming luminescent layer using composition. The phosphorescence luminance compound (A) and phosphorescence luminance compound (B) contained in composition can contain in luminescent layer as former state, The phosphorescence luminance compound (A) or phosphorescence luminance compound (B) contained in composition can also in the molecule, in molecule Between or the state (crosslinked or phosphorescence photism chemical combination of phosphorescence luminance compound (A) that is crosslinked in both The crosslinked of object (B)) containing in luminescent layer.

The forming method of hole transmission layer and luminescent layer is for example, vacuum vapour deposition and with spin-coating method and ink-jet Print process is the rubbing method of representative, preferably rubbing method.

, it is preferable to use the black liquid of aftermentioned hole transmission layer in the case of hole transmission layer being formed by rubbing method.It is formed After hole transmission layer, is irradiated by carrying out heating or light, the material with crosslinking group contained in hole transmission layer can be made to hand over Connection.Material with crosslinking group is contained so that crosslinked state (crosslinked of the material with crosslinking group) has occurred in hole transport In the case of in layer, keep hole transmission layer substantially insoluble in a solvent.Therefore, which can be suitably used for The stacking of light-emitting component.

, it is preferable to use the black liquid of aftermentioned luminescent layer in the case of luminescent layer being formed by rubbing method.After forming luminescent layer, By carrying out heating or light irradiation, phosphorescence luminance compound (A) or phosphorescence luminance compound (B) can be made to be crosslinked.Phosphorescence Luminance compound (A) or phosphorescence luminance compound (B) with have occurred crosslinked state (phosphorescence luminance compound (A) The crosslinked of crosslinked or phosphorescence luminance compound (B)) containing in luminescent layer in the case of, keep luminescent layer real in a solvent It is insoluble in matter.Therefore, which can be suitably used for the stacking of light-emitting component.

Temperature for being allowed to crosslinked heating is usually 25~300 DEG C, preferably 50~250 DEG C, more preferably 150~ 200℃。

The type that the light used is hit for being allowed to crosslinked illumination is, for example, ultraviolet light, black light, visible light.

Hole transmission layer form (be as former state containing with crosslinking group material or containing the material with crosslinking group Crosslinked) and luminescent layer form (be as former state containing phosphorescence luminance compound (A) and phosphorescence luminance compound (B) or The crosslinked of crosslinked containing phosphorescence luminance compound (A) or phosphorescence luminance compound (B)) analysis method for example may be used To enumerate：With extraction etc. for representative chemically segregation analysis, with infra-red sepectrometry (IR), nuclear magnetic resonance spectrometry (NMR), Mass spectrometry (MS) etc. is the device analysis method of representative and divides what chemically segregation analysis and device analysis method combined Analysis method.

By being used with toluene, dimethylbenzene, chloroform, tetrahydrofuran etc. hole transmission layer or luminescent layer for representative Organic solvent liquid-solid extraction, can be separated into organic solvent substantially insoluble ingredient (insoluble component), organic The ingredient (solvent components) dissolved in solvent.Obtained insoluble component can pass through infra-red sepectrometry (IR) or nuclear magnetic resonance light Spectrometry (NMR) is analyzed, and obtained solvent components can pass through nuclear magnetic resonance spectrometry (NMR) or mass spectrometry (MS) It is analyzed.

The present invention light-emitting component possessed by luminescent layer be using the peak-peak wavelength containing luminous spectrum be 400nm with It is above and less than 495nm and by the phosphorescence luminance compound (A) of formula (A) expression and the peak-peak wavelength of luminous spectrum The composition for the phosphorescence luminance compound (B) that 400nm is indicated less than 495nm and by formula (B) (is also referred to as below " composition of luminescent layer ") obtained from layer.

The peak-peak wavelength of the luminous spectrum of phosphorescence luminance compound can be evaluated as follows：Make phosphorescence luminance compound It is dissolved in the organic solvents such as dimethylbenzene, toluene, chloroform, tetrahydrofuran and prepares subtle solution (1 × 10^-6~1 × 10^-3Weight % Left and right), in the PL spectrums of the room temperature measuring subtle solution, thus evaluated.Dissolve the organic solvent of phosphorescence luminance compound Preferably dimethylbenzene.

Phosphorescence luminance compound (A) shown in formula (A) centered on the M of metal, with suffix n¹Provide its quantity Ligand and with suffix n²Provide that the ligand of its quantity is constituted.

Phosphorescence luminance compound (B) shown in formula (B) centered on the M of metal, with suffix n¹Provide its quantity Ligand and with suffix n²Provide that the ligand of its quantity is constituted.

In formula (A) and formula (B), the external quantum efficiency for the light-emitting component of the present invention is better, and M is preferably iridium atom Or pt atom, more preferably iridium atom.

In formula (A) and formula (B), in the case where M is ruthenium atom, rhodium atom or iridium atom, n¹Preferably 2 or 3, more preferably It is 3.

In formula (A) and formula (B), in the case where M is palladium atom or pt atom, n¹Preferably 2.

In formula (A), E^A1And E^A2Preferably carbon atom.

In formula (B), E^B1And E^B2Preferably carbon atom.

In formula (A), ring R^A1Preferably pyridine ring, pyrimidine ring, imidazole ring or triazole ring, these rings can have substituent group.

In formula (B), ring R^B1Preferably pyridine ring, pyrimidine ring, imidazole ring or triazole ring, these rings can have substituent group.

In formula (A), ring R^A2Preferably phenyl ring, naphthalene nucleus, fluorenes ring, phenanthrene ring, pyridine ring, diaza phenyl ring, triazine ring, pyrroles Ring, furan nucleus or thiphene ring, more preferably phenyl ring, naphthalene nucleus, fluorenes ring, phenanthrene ring, pyridine ring, diaza phenyl ring or triazine ring, into one Step preferably phenyl ring, naphthalene nucleus, fluorenes ring, pyridine ring or pyrimidine ring, particularly preferably phenyl ring, pyridine ring or pyrimidine ring, particularly preferably For phenyl ring, these rings can have substituent group.

In formula (B), ring R^B2Preferably phenyl ring, naphthalene nucleus, fluorenes ring, phenanthrene ring, pyridine ring, diaza phenyl ring, triazine ring, pyrroles Ring, furan nucleus or thiphene ring, more preferably phenyl ring, naphthalene nucleus, fluorenes ring, phenanthrene ring, pyridine ring, diaza phenyl ring or triazine ring, into one Step preferably phenyl ring, naphthalene nucleus, fluorenes ring, pyridine ring or pyrimidine ring, particularly preferably phenyl ring, pyridine ring or pyrimidine ring, particularly preferably For phenyl ring, these rings can have substituent group.

Ring R^A1, ring R^A2, ring R^B1With ring R^B2The substituent group that can have is preferably halogen atom, alkyl, naphthenic base, aryl, one Valence heterocycle, alkoxy, cycloalkyloxy, aryloxy group or substituted-amino, more preferably halogen atom, alkyl, naphthenic base, aryl or one Valence heterocycle, further preferably alkyl, naphthenic base or aryl, particularly preferably alkyl or aryl,.These groups can be into one Step has substituent group.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

External quantum efficiency for the light-emitting component of the present invention is better, ring R^A1, ring R^A2, ring R^B1With ring R^B2Can have Some substituent groups are preferably alkyl or phenyl, more preferably alkyl or formula (D-A1), (D-B1) or (D-C1)~(D-C4) institute Group shown in the group shown, further preferably alkyl or formula (D-A1), (D-C1) or (D-C2), these groups can be with Further there is substituent group.

[in formula,

R^p4、R^p5And R^p6Each independently represent alkyl, naphthenic base, alkoxy, cycloalkyloxy or halogen atom.In R^p4、R^p5 And R^p6In the case of multiple, each can be the same or different.

Np4 indicates that 0~4 integer, np5 indicate that 0~5 integer, np6 indicate 0~5 integer.]

Np4 is preferably 1 or 2, more preferably 2.Np5 is preferably 1~3 integer, and more preferably 2 or 3.Np6 is preferably 0~ 2 integer, more preferably 0.

R^p4、R^p5And R^p6Preferably alkyl or cycloalkyl.

External quantum efficiency for the light-emitting component of the present invention is better, preferably：Phosphorescence luminance compound (A) has By ring R^A1With ring R^A2The ligand backbone of composition all have with phosphorescence luminance compound (B) by ring R^B1With ring R^B2Structure At ligand backbone whole it is mutually different.

In formula (A), in ring R^A1In the case of heteroaromatic for hexatomic ring, ring R^A2With electron-withdrawing group.Ring R^A2Tool The number of some electron-withdrawing groups is usually 1 or more and 10 hereinafter, in order to be readily synthesized phosphorescence luminance compound (A), Preferably 2 or more and 5 hereinafter, more preferably 2 or 3.In formula (B), in ring R^B1For the heteroaromatic of hexatomic ring In the case of, ring R^B2With electron-withdrawing group.Ring R^B2The number for the electron-withdrawing group having be usually 1 or more and 10 hereinafter, In order to be readily synthesized phosphorescence luminance compound (B), preferably 2 or more and 5 hereinafter, more preferably 2 or 3.

" electron-withdrawing group " for example,：- C (=X¹⁰¹)-R¹⁰¹Shown in group, halogen atom, have halogen atom make For the alkyl of substituent group, with halogen atom as the naphthenic base of substituent group, cyano and nitro, preferably fluorine atom, have fluorine former The sub alkyl as substituent group, naphthenic base or cyano with fluorine atom as substituent group, more preferably fluorine atom have fluorine former Naphthenic base of the son as the alkyl of substituent group or with fluorine atom as substituent group.

" having alkyl of the halogen atom as substituent group " refers at least one hydrogen atom quilt among the hydrogen atom that alkyl has Group after halogen atom substitution.In addition, " having naphthenic base of the halogen atom as substituent group " refers to the hydrogen atom that naphthenic base has Among at least one hydrogen atom replaced by halogen atom after group.Halogen atom is preferably fluorine atom.

Alkyl with fluorine atom for example,：Trifluoromethyl, pentafluoroethyl group, perfluoro butyl, perfluoro hexyl and complete Fluorine octyl, preferably trifluoromethyl.

R¹⁰¹It indicates hydrogen atom, alkyl, naphthenic base, aryl, monovalence heterocycle, alkoxy, cycloalkyloxy, aryloxy group or takes For amino, these groups can have substituent group.

X¹⁰¹Expression=N-R¹⁰²Shown in group, oxygen atom or sulphur atom, preferably oxygen atom.

R¹⁰²Indicate hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, preferably alkyl, naphthenic base, aryl or one Valence heterocycle, these groups can have substituent group.

R¹⁰¹And R¹⁰²The example for the substituent group that can have and preferred range and ring R^A1, ring R^A2, ring R^B1With ring R^B2It can be with The example for the substituent group having and preferred range are same.

A¹-G¹-A²Shown in anionic property bidentate ligand for example, ligand shown in following.

[in formula, * indicates the position being bonded with M.]

The HOMO (HOMO highest occupied molecular orbital energy level) of phosphorescence luminance compound (A) is preferably -6.5eV~-4.5eV.Phosphorescence The HOMO of luminance compound (B) is preferably -6.5eV~-4.5eV.For the external quantum efficiency of the light-emitting component of the present invention It is better, the HOMO of phosphorescence luminance compound (A) (following also referred to as " HOMO (A) ") and phosphorescence luminance compound (B) HOMO preferably satisfies following formula (HOMO-1) (below also referred to as " HOMO (B) ").

0.2≤|HOMO(A)-HOMO(B)|(HOMO-1)

The LUMO (lowest unoccupied molecular orbital energy level) of phosphorescence luminance compound (A) is preferably -3.0eV~-1.5eV.Phosphorescence The LUMO of luminance compound (B) is preferably -3.0eV~-1.5eV.For the external quantum efficiency of the light-emitting component of the present invention It is better, the LUMO of phosphorescence luminance compound (A) (following also referred to as " LUMO (A) ") and phosphorescence luminance compound (B) LUMO preferably satisfies following formula (LUMO-1) (below also referred to as " LUMO (B) ").

0.2≤|LUMO(A)-LUMO(B)|(LUMO-1)

The HOMO of phosphorescence luminance compound (A) and phosphorescence luminance compound (B) can measure (cyclic voltammetry by CV Measure) energy of oxidation grade be measured.In addition, the HOMO of phosphorescence luminance compound (A) and phosphorescence luminance compound (B) can To be measured by photoelectron spectroscopy measurement.

The LUMO of phosphorescence luminance compound (A) and phosphorescence luminance compound (B) can measure (cyclic voltammetry by CV Measure) reduction energy level be measured.In addition, the LUMO of phosphorescence luminance compound (A) and phosphorescence luminance compound (B) can With by thus being calculated plus Eg (band gap) to measuring the HOMO being measured by photoelectron spectroscopy.Phosphorescence luminance compound (A) it can be calculated as follows with the Eg of phosphorescence luminance compound (B)：Measure phosphorescence luminance compound (A) and phosphorescence photism The absorption spectrum of compound (B), is calculated by the absorption edge of the absorption spectrum.

External quantum efficiency for the light-emitting component of the present invention is better, the phosphorescence hair contained in the composition of luminescent layer The combination of photosensitiveness compound (A) and phosphorescence luminance compound (B) is preferably：Phosphorescence luminance compound (A) is formula (A-1) institute The phosphorescence luminance compound that shows, the group that phosphorescence luminance compound (B) is phosphorescence luminance compound shown in formula (B-1) It closes；Or phosphorescence luminance compound (A) is phosphorescence luminance compound, phosphorescence luminance compound (B) shown in formula (A-2) For the combination of phosphorescence luminance compound shown in formula (B-2).

[phosphorescence luminance compound shown in formula (A-1)]

In formula (A-1), ring R^A3Preferably pyridine ring or pyrimidine ring, more preferably pyridine ring, these rings can have substitution Base.Ring R^A3The example for the substituent group that can have and preferred range and ring R^A1The example for the substituent group that can have and preferably Range it is same.

In formula (A-1), ring R^A4Example and preferred range and ring R^A2Example and preferred range it is same.Ring R^A4It can With with substituent group example and preferred range and ring R^A2The example for the substituent group that can have and preferred range are same. It should be noted that ring R^A4With electron-withdrawing group.

Ring R^A4Number, example and the preferred range and ring R for the electron-withdrawing group having^A2When with electron-withdrawing group The number of electron-withdrawing group, example and preferred range are same.

[phosphorescence luminance compound shown in formula (B-1)]

In formula (B-1), ring R^B3Preferably imidazole ring, pyrazole ring or triazole ring, more preferably imidazole ring or triazole ring, into one Step is preferably triazole ring, these rings can have substituent group.Ring R^B3The example for the substituent group that can have and preferred range with Ring R^B1The example for the substituent group that can have and preferred range are same.

In formula (B-1), ring R^B4Example and preferred range and ring R^B2Example and preferred range it is same.Ring R^A4It can With with substituent group example and preferred range and ring R^A2The example for the substituent group that can have and preferred range are same.

In formula (B-1), ring R^B3Or ring R^B4It is preferred that with aryl, monovalence heterocycle or substituted-amino as substituent group, it is more excellent With aryl or monovalence heterocycle as substituent group, these groups can further have substituent group for choosing.Aryl, monovalence heterocycle It is preferably poplar bundles primitive with substituted-amino.

[phosphorescence luminance compound shown in formula (A-2)]

In formula (A-2), ring R^A5The example for the substituent group that can have and preferred range and ring R^A1The substitution that can have The example for the substituent group that base can have and preferred range are same.

In formula (A-2), ring R^A6Example and preferred range and ring R^A2Example and preferred range it is same.Ring R^A6It can With with substituent group example and preferred range and ring R^A2The example for the substituent group that can have and preferred range are same.

In formula (A-2), ring R^A5Or ring R^A6It is preferred that with aryl, monovalence heterocycle or substituted-amino as substituent group, it is more excellent With aryl or monovalence heterocycle as substituent group, these groups can further have substituent group for choosing.Aryl, monovalence heterocycle It is preferably poplar bundles primitive with substituted-amino.

[phosphorescence luminance compound shown in formula (B-2)]

In formula (B-2), ring R^B5The example for the substituent group that can have and preferred range and ring R^B1The substitution that can have The example of base and preferred range are same.

In formula (B-2), ring R^B6Example and preferred range and ring R^B2Example and preferred range it is same.Ring R^B6It can With with substituent group example and preferred range and ring R^B2The example for the substituent group that can have and preferred range are same.

In formula (B-2), ring R^B5Or ring R^B6It is preferred that with aryl, monovalence heterocycle or substituted-amino as substituent group, it is more excellent With aryl or monovalence heterocycle as substituent group, these groups can further have substituent group for choosing.Aryl, monovalence heterocycle It is preferably poplar bundles primitive with substituted-amino.

The combination of the phosphorescence luminance compound (A) and phosphorescence luminance compound (B) that contain in the composition of luminescent layer Be phosphorescence luminance compound (A) be phosphorescence luminance compound, phosphorescence luminance compound (B) shown in formula (A-1) it is formula (B-1) in the case of the combination of phosphorescence luminance compound shown in, preferably：Phosphorescence luminance compound shown in formula (A-1) It is shown in formula (B-3) for phosphorescence luminance compound shown in phosphorescence luminance compound, formula (B-1) shown in formula (A-3) The combination of phosphorescence luminance compound.

[phosphorescence luminance compound shown in formula (A-3)]

In formula (A-3), ring R^A7For pyrimidine ring, preferably E^A71For the pyrimidine ring or E of nitrogen-atoms^A73For nitrogen The pyrimidine ring of atom, more preferable E^A71For the pyrimidine ring of nitrogen-atoms.

In formula (A-3), ring R^A7Preferably pyridine ring.

In formula (A-3), R^A71、R^A72、R^A73And R^A74Preferably hydrogen atom, alkyl, naphthenic base, aryl, monovalence heterocycle or Substituted-amino, more preferably hydrogen atom, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, it is special Not You Xuanwei hydrogen atom, these groups can have substituent group.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles base Member.

In formula (A-3), ring R^A8For pyridine ring, preferably E^A82Pyridine ring, E for nitrogen-atoms^A83For nitrogen-atoms Pyridine ring or E^A84For the pyridine ring of nitrogen-atoms, more preferable E^A82For the pyridine ring of nitrogen-atoms.

In formula (A-3), ring R^A8For pyrimidine ring, preferably E^A81And E^A83For the pyrimidine ring or E of nitrogen-atoms^A82 And E^A84For the pyrimidine ring of nitrogen-atoms, more preferable E^A82And E^A84For the pyrimidine ring of nitrogen-atoms.

In formula (A-3), ring R^A8Preferably phenyl ring.

In formula (A-3), R^A81、R^A82、R^A83And R^A84Preferably hydrogen atom, alkyl, naphthenic base, aryl, monovalence heterocycle, take For amino or fluorine atom, more preferably hydrogen atom, alkyl, naphthenic base or aryl, these groups can have substituent group.Aryl, Monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (A-3), R^A81、R^A82、R^A83And R^A84At least one of be electron-withdrawing group, preferably R^A81And R^A83In extremely Few one is electron-withdrawing group.The example of electron-withdrawing group and preferred range and ring R^A2Electrophilic when with electron-withdrawing group The example of group and preferred range are same.

In formula (A-3), R^A84Preferably hydrogen atom.

[phosphorescence luminance compound shown in formula (B-3)]

In formula (B-3), ring R^B7For imidazole ring, preferably E^B71For the imidazole ring or E of nitrogen-atoms^B72For nitrogen The imidazole ring of atom, more preferable E^B71For the imidazole ring of nitrogen-atoms.

In formula (B-3), ring R^B7For triazole ring, preferably E^B71And E^B72For the triazole ring or E of nitrogen-atoms^B71 And E^B73For the triazole ring of nitrogen-atoms, more preferable E^B71And E^B72For the triazole ring of nitrogen-atoms.

In formula (B-3), in E^B71For nitrogen-atoms and R^B71In the presence of, R^B71Preferably alkyl, naphthenic base, aryl, one Valence heterocycle or substituted-amino, more preferably alkyl, naphthenic base or aryl, these groups can have substituent group.Aryl, monovalence Heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (B-3), in E^B71For nitrogen-atoms and R^B71In the presence of, for the external amount of the light-emitting component of the present invention Sub- efficiency is better, R^B71Preferably alkyl or phenyl, more preferably alkyl or formula (D-A1), (D-B1) or (D-C1)~ (D-C4) group shown in group shown in, further preferably alkyl or formula (D-C1) or (D-C2), these groups can be with Further there is substituent group.

In formula (B-3), in E^B71In the case of carbon atom, R^B71Preferably hydrogen atom, alkyl, naphthenic base, aryl or one Valence heterocycle, more preferably hydrogen atom, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, this A little groups can have substituent group.

In formula (B-3), in E^B72For nitrogen-atoms and R^B72In the presence of, R^B72Preferably alkyl, naphthenic base, aryl, one Valence heterocycle or substituted-amino, more preferably alkyl, naphthenic base or aryl, these groups can have substituent group.Aryl, monovalence Heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (B-3), in E^B72For nitrogen-atoms and R^B72In the presence of, for the external amount of the light-emitting component of the present invention Sub- efficiency is better, R^B72Preferably alkyl or phenyl, more preferably alkyl or formula (D-A1), (D-B1) or (D-C1)~ (D-C4) group shown in group shown in, further preferably alkyl or formula (D-C1) or (D-C2), these groups can be with Further there is substituent group.

In formula (B-3), in E^B72In the case of carbon atom, R^B72Preferably hydrogen atom, alkyl, naphthenic base, aryl or one Valence heterocycle, more preferably hydrogen atom, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, this A little groups can have substituent group.

In formula (B-3), in E^B73For nitrogen-atoms and R^B73In the presence of, R^B73Preferably alkyl, naphthenic base, aryl, one Valence heterocycle or substituted-amino, more preferably alkyl, naphthenic base or aryl, these groups can have substituent group.Aryl, monovalence Heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (B-3), in E^B73In the case of carbon atom, R^B73Preferably hydrogen atom, alkyl, naphthenic base, aryl or one Valence heterocycle, more preferably hydrogen atom, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, this A little groups can have substituent group.

In formula (B-3), in ring R^B7In the case of aryl, monovalence heterocycle or substituted-amino, preferably R^B71Or R^B72For Aryl, monovalence heterocycle or substituted-amino, more preferable R^B71For aryl, monovalence heterocycle or substituted-amino, these groups can have Substituted base.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (B-3), ring R^B8For pyridine ring, preferably E^B82Pyridine ring, E for nitrogen-atoms^B83For nitrogen-atoms Pyridine ring or E^B84For the pyridine ring of nitrogen-atoms, more preferable E^B82For the pyridine ring of nitrogen-atoms.

In formula (B-3), ring R^B8For pyrimidine ring, preferably E^B81And E^B83For the pyrimidine ring or E of nitrogen-atoms^B82 And E^B84For the pyrimidine ring of nitrogen-atoms, more preferable E^B82And E^B84For the pyrimidine ring of nitrogen-atoms.

In formula (B-3), ring R^B8Preferably phenyl ring.

In formula (B-3), R^B81、R^B82、R^B83And R^B84Preferably hydrogen atom, alkyl, naphthenic base, aryl, monovalence heterocycle or Substituted-amino, more preferably hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, further preferably hydrogen atom, alkyl, Naphthenic base or aryl, these groups can have substituent group.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles base Member.

In formula (B-3), the external quantum efficiency for the light-emitting component of the present invention is better, R^B81、R^B82、R^B83And R^B84It is excellent It is selected as hydrogen atom, alkyl or phenyl, more preferably hydrogen atom, alkyl or formula (D-A1), (D-B1) or (D-C1)~(D-C4) Shown in group, group shown in further preferably hydrogen atom or formula (D-A1), (D-B1) or (D-C1)~(D-C4), Particularly preferably group shown in hydrogen atom or formula (D-A1), these groups can further have substituent group.

In formula (B-3), R^B84Preferably hydrogen atom.

In formula (B-3), in ring R^B8In the case of aryl, monovalence heterocycle or substituted-amino, preferably R^B82Or R^B83For Aryl, monovalence heterocycle or substituted-amino, more preferable R^B82For aryl, monovalence heterocycle or substituted-amino, these groups can have Substituted base.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

The combination of the phosphorescence luminance compound (A) and phosphorescence luminance compound (B) that contain in the composition of luminescent layer Be phosphorescence luminance compound (A) be phosphorescence luminance compound, phosphorescence luminance compound (B) shown in formula (A-2) it is formula (B-2) in the case of the combination of phosphorescence luminance compound shown in, preferably：Phosphorescence luminance compound shown in formula (A-2) It is shown in formula (B-4) for phosphorescence luminance compound shown in phosphorescence luminance compound, formula (B-2) shown in formula (A-4) The combination of phosphorescence luminance compound.

[phosphorescence luminance compound shown in formula (A-4)]

In formula (A-4), ring R^A9Preferably E^A91For the imidazole ring or E of nitrogen-atoms^A92It is more excellent for the imidazole ring of nitrogen-atoms It is selected as E^A91For the imidazole ring of nitrogen-atoms.

In formula (A-4), in E^A91For nitrogen-atoms and R^A91In the presence of, R^A91Preferably alkyl, naphthenic base, aryl, one Valence heterocycle or substituted-amino, more preferably alkyl, naphthenic base or aryl, further preferably aryl, these groups can have Substituted base.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (A-4), in E^A91For nitrogen-atoms and R^A91In the presence of, for the external amount of the light-emitting component of the present invention Sub- efficiency is better, R^A91Group shown in preferably phenyl, more preferably formula (D-A1), (D-B1) or (D-C1)~(D-C4), Further preferably group shown in formula (D-C1) or (D-C2), these groups can further have substituent group.

In formula (A-4), in E^A91In the case of carbon atom, R^A91Preferably hydrogen atom, alkyl, naphthenic base, aryl or one Valence heterocycle, more preferably hydrogen atom, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, this A little groups can have substituent group.

In formula (A-4), in E^A92For nitrogen-atoms and R^A92In the presence of, R^A92Preferably alkyl, naphthenic base, aryl, one Valence heterocycle or substituted-amino, more preferably alkyl, naphthenic base or aryl, these groups can have substituent group.Aryl, monovalence Heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (A-4), in E^A92For nitrogen-atoms and R^A92In the presence of, for the external amount of the light-emitting component of the present invention Sub- efficiency is better, R^A92Group shown in preferably phenyl, more preferably formula (D-A1), (D-B1) or (D-C1)~(D-C4), Further preferably group shown in formula (D-C1) or (D-C2), these groups can further have substituent group.

In formula (A-4), in E^A92In the case of carbon atom, R^A92Preferably hydrogen atom, alkyl, naphthenic base, aryl or one Valence heterocycle, more preferably hydrogen atom, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, this A little groups can have substituent group.

In formula (A-4), R^A93Preferably hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, more preferably hydrogen are former Son, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, these groups can have substituent group.

In formula (A-4), in ring R^A9In the case of aryl, monovalence heterocycle or substituted-amino, preferably R^A91Or R^A92For Aryl, monovalence heterocycle or substituted-amino, more preferable R^A91For aryl, monovalence heterocycle or substituted-amino, these groups can have Substituted base.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (A-4), ring R^A10For pyridine ring, preferably E^A102Pyridine ring, E for nitrogen-atoms^A103For nitrogen The pyridine ring or E of atom^A104For the pyridine ring of nitrogen-atoms, more preferably E^A102For the pyridine ring of nitrogen-atoms.

In formula (A-4), ring R^A10For pyrimidine ring, preferably E^A101And E^A103For nitrogen-atoms pyrimidine ring or Person E^A102And E^A104For the pyrimidine ring of nitrogen-atoms, more preferably E^A102And E^A104For the pyrimidine ring of nitrogen-atoms.

In formula (A-4), ring R^A10Preferably phenyl ring.

In formula (A-4), R^A101、R^A102、R^A103And R^A104Preferably hydrogen atom, alkyl, naphthenic base, aryl, monovalence heterocycle Or substituted-amino, more preferably hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, further preferably hydrogen atom, alkane Base, naphthenic base or aryl, these groups can have substituent group.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles Primitive.

In formula (A-4), the external quantum efficiency for the light-emitting component of the present invention is better, R^A101、R^A102、R^A103With R^A104Preferably hydrogen atom, alkyl or phenyl, more preferably hydrogen atom, alkyl or formula (D-A1), (D-B1) or (D-C1)~ (D-C4) group shown in, further preferably hydrogen atom or alkyl, particularly preferably hydrogen atom, these groups can be further With substituent group.

In formula (A-4), R^A104Preferably hydrogen atom.

In formula (A-4), in ring R^A10In the case of aryl, monovalence heterocycle or substituted-amino, preferably R^A102Or R^A103 For aryl, monovalence heterocycle or substituted-amino, more preferable R^A102For aryl, monovalence heterocycle or substituted-amino, these groups can With with substituent group.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

[phosphorescence luminance compound shown in formula (B-4)]

In formula (B-4), ring R^B9Preferably E^B91And E^B92For the triazole ring or E of nitrogen-atoms^B91And E^B93It is the three of nitrogen-atoms Azoles ring, more preferably E^B91And E^B92For the triazole ring of nitrogen-atoms.

In formula (B-4), in E^B91For nitrogen-atoms and R^B91In the presence of, R^B91Preferably alkyl, naphthenic base, aryl, one Valence heterocycle or substituted-amino, more preferably alkyl, naphthenic base or aryl, these groups can have substituent group.Aryl, monovalence Heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (B-4), in E^B91For nitrogen-atoms and R^B91In the presence of, for the external amount of the light-emitting component of the present invention Sub- efficiency is better, R^B91Preferably alkyl or phenyl, more preferably alkyl or formula (D-A1), (D-B1) or (D-C1)~ (D-C4) group, particularly preferably alkane shown in group shown in, further preferably alkyl or formula (D-C1) or (D-C2) Base, these groups can further have substituent group.

In formula (B-4), in E^B91In the case of carbon atom, R^B91Preferably hydrogen atom, alkyl, naphthenic base, aryl or one Valence heterocycle, more preferably hydrogen atom, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, this A little groups can have substituent group.

In formula (B-4), in E^B92For nitrogen-atoms and R^B92In the presence of, R^B92Preferably alkyl, naphthenic base, aryl, one Valence heterocycle or substituted-amino, more preferably alkyl, naphthenic base or aryl, these groups can have substituent group.Aryl, monovalence Heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (B-4), in E^B92For nitrogen-atoms and R^B92In the presence of, for the external amount of the light-emitting component of the present invention Sub- efficiency is better, R^B92Preferably alkyl or phenyl, more preferably alkyl or formula (D-A1), (D-B1) or (D-C1)~ (D-C4) group, particularly preferably alkane shown in group shown in, further preferably alkyl or formula (D-C1) or (D-C2) Base, these groups can further have substituent group.

In formula (B-4), in E^B92In the case of carbon atom, R^B92Preferably hydrogen atom, alkyl, naphthenic base, aryl or one Valence heterocycle, more preferably hydrogen atom, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, this A little groups can have substituent group.

In formula (B-4), in E^B93For nitrogen-atoms and R^B93In the presence of, R^B93Preferably alkyl, naphthenic base, aryl, one Valence heterocycle or substituted-amino, more preferably alkyl, naphthenic base or aryl, these groups can have substituent group.Aryl, monovalence Heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (B-4), in E^B93In the case of carbon atom, R^B93Preferably hydrogen atom, alkyl, naphthenic base, aryl or one Valence heterocycle, more preferably hydrogen atom, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, this A little groups can have substituent group.

In formula (B-4), in ring R^B9In the case of aryl, monovalence heterocycle or substituted-amino, preferably R^B91Or R^B92For Aryl, monovalence heterocycle or substituted-amino, more preferable R^B91For aryl, monovalence heterocycle or substituted-amino, these groups can have Substituted base.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (B-4), ring R^B10For pyridine ring, preferably E^B102Pyridine ring, E for nitrogen-atoms^B103For nitrogen The pyridine ring or E of atom^B104For the pyridine ring of nitrogen-atoms, more preferably E^B102For the pyridine ring of nitrogen-atoms.

In formula (B-4), ring R^B10For pyrimidine ring, preferably E^B101And E^B103For nitrogen-atoms pyrimidine ring or Person E^B102And E^B104For the pyrimidine ring of nitrogen-atoms, more preferably E^B102And E^B104For the pyrimidine ring of nitrogen-atoms.

In formula (B-4), ring R^B10Preferably phenyl ring.

In formula (B-4), R^B101、R^B102、R^B103And R^B104Preferably hydrogen atom, alkyl, naphthenic base, aryl, monovalence heterocycle Or substituted-amino, more preferably hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, further preferably hydrogen atom, alkane Base, naphthenic base or aryl, these groups can have substituent group.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles Primitive.

In formula (B-4), the external quantum efficiency for the light-emitting component of the present invention is better, R^B101、R^B102、R^B103With R^B104Preferably hydrogen atom, alkyl or phenyl, more preferably hydrogen atom, alkyl or formula (D-A1), (D-B1) or (D-C1)~ (D-C4) shown in group shown in, further preferably hydrogen atom or formula (D-A1), (D-B1) or (D-C1)~(D-C4) Group shown in group, particularly preferably hydrogen atom or formula (D-A1), these groups can further have substituent group.

In formula (B-4), R^B104Preferably hydrogen atom.

In formula (B-4), in ring R^B10In the case of aryl, monovalence heterocycle or substituted-amino, preferably R^B102Or R^B1B103For aryl, monovalence heterocycle or substituted-amino, more preferable R^B102For aryl, monovalence heterocycle or substituted-amino, these bases Group can have substituent group.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

The combination of the phosphorescence luminance compound (A) and phosphorescence luminance compound (B) that contain in the composition of luminescent layer Be phosphorescence luminance compound (A) be phosphorescence luminance compound, phosphorescence luminance compound (B) shown in formula (A-3) it is formula (B-3) in the case of the combination of phosphorescence luminance compound shown in, preferably：Phosphorescence luminance compound shown in formula (A-3) For phosphorescence luminance compound shown in phosphorescence luminance compound, formula (B-3) shown in formula (1), (2) or (3) be formula (4), (5), the combination of phosphorescence luminance compound shown in (6) or (7).

Among them, phosphorescence luminance compound shown in formula (A-3) is preferably that phosphorescence shown in formula (1) or (2) shines Property compound, more preferably phosphorescence luminance compound shown in formula (1).In addition, phosphorescence photism chemical combination shown in formula (B-3) Object is preferably phosphorescence luminance compound shown in formula (4), (6) or (7), and more preferably phosphorescence shown in formula (4) or (6) shines Property compound, further preferably phosphorescence luminance compound shown in formula (6).

The combination of the phosphorescence luminance compound (A) and phosphorescence luminance compound (B) that contain in the composition of luminescent layer Be phosphorescence luminance compound (A) be phosphorescence luminance compound, phosphorescence luminance compound (B) shown in formula (A-4) it is formula (B-4) in the case of the combination of phosphorescence luminance compound shown in, preferably：Phosphorescence luminance compound shown in formula (A-4) It is formula (6) or (7) for phosphorescence luminance compound shown in phosphorescence luminance compound, formula (B-4) shown in formula (4) or (5) Shown in phosphorescence luminance compound combination.

Among them, phosphorescence luminance compound shown in formula (A-4) is preferably phosphorescence photism chemical combination shown in formula (4) Object.In addition, phosphorescence luminance compound shown in formula (B-4) is preferably phosphorescence luminance compound shown in formula (6).

[phosphorescence luminance compound shown in formula (1)~(3)]

In formula (1)~formula (3), in order to which the external quantum efficiency of the light-emitting component of the present invention is better, M¹Preferably iridium is former Son.

In formula (1)~formula (3), in M¹In the case of iridium atom, n³Preferably 2 or 3, more preferably 3.

In formula (1)~formula (3), in M¹In the case of pt atom, n³Preferably 2.

In formula (1)~formula (3), R¹、R²、R³And R⁴Preferably hydrogen atom, alkyl, naphthenic base, aryl, monovalence heterocycle or Substituted-amino, more preferably hydrogen atom, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, it is special Not You Xuanwei hydrogen atom, these groups can have substituent group.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles base Member.

In formula (1)~formula (3), R¹¹、R¹²、R¹³And R¹⁴Preferably hydrogen atom, alkyl, naphthenic base, aryl, monovalence heterocycle, Substituted-amino or fluorine atom, more preferably hydrogen atom, alkyl, naphthenic base or aryl, these groups can have substituent group.Virtue Base, monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (1)~formula (3), R¹¹、R¹²、R¹³And R¹⁴At least one of be electron-withdrawing group, preferably R¹¹And R¹³In At least one preferably electron-withdrawing group.The example of electron-withdrawing group and preferred range and ring R^A2When with electron-withdrawing group The example of electron-withdrawing group and preferred range are same.

In formula (1)~formula (3), R¹⁴Preferably hydrogen atom.

Phosphorescence luminance compound shown in formula (1) is for example, phosphorescence shown in formula (1-1)~(1-13) shines Property compound, phosphorescence luminance compound shown in preferably formula (1-1)~(1-12).

Table 1

Phosphorescence luminance compound shown in formula (2) is for example, phosphorescence shown in formula (2-1)~(2-13) shines Property compound, phosphorescence luminance compound shown in preferred formula (2-1)~(2-12).

Table 2

Phosphorescence luminance compound shown in formula (3) is for example, phosphorescence shown in formula (3-1)~(3-13) shines Property compound, phosphorescence luminance compound shown in preferred formula (3-1)~(3-12).

Table 3

[phosphorescence luminance compound shown in formula (4)~(7)]

In formula (4)~formula (7), in order to which the external quantum efficiency of the light-emitting component of the present invention is better, M¹Preferably iridium is former Son.

In formula (4)~formula (7), in M¹In the case of iridium atom, n⁵Preferably 2 or 3, more preferably 3.

In formula (4)~formula (7), in M¹In the case of pt atom, n⁵Preferably 2.

In formula (4)~formula (7), R²¹、R²²And R²³Preferably hydrogen atom, alkyl, naphthenic base, aryl, monovalence heterocycle or take For amino, more preferably hydrogen atom, alkyl, naphthenic base or aryl, further preferably hydrogen atom, alkyl or cycloalkyl, these Group can have substituent group.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

In formula (4)~formula (7), there is aryl, monovalence heterocycle in the imidazole ring or triazole ring for forming ligand backbone or take In the case of for amino, preferably R²¹Or R²²For aryl, monovalence heterocycle or substituted-amino, more preferable R²¹For aryl, monovalence heterocycle Base or substituted-amino, these groups can have substituent group.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles base Member.

In formula (4) and (6), the external quantum efficiency for the light-emitting component of the present invention is better, R²¹Preferably alkyl or Group shown in phenyl, more preferably alkyl or formula (D-A1), (D-B1) or (D-C1)~(D-C4), further preferably Group shown in alkyl or formula (D-C1) or (D-C2), these groups can further have substituent group.

In formula (5) and (7), the external quantum efficiency for the light-emitting component of the present invention is better, R²²Preferably alkyl or Group shown in phenyl, more preferably alkyl or formula (D-A1), (D-B1) or (D-C1)~(D-C4), further preferably Group shown in alkyl or formula (D-C1) or (D-C2), these groups can further have substituent group.

R³¹、R³²、R³³And R³⁴Preferably hydrogen atom, alkyl, naphthenic base, aryl, monovalence heterocycle or substituted-amino, it is more excellent It is selected as hydrogen atom, alkyl, naphthenic base or aryl, these groups there can be substituent group.Aryl, monovalence heterocycle and substituted-amino Preferably poplar bundles primitive.

External quantum efficiency for the light-emitting component of the present invention is better, R³¹、R³²、R³³And R³⁴Preferably hydrogen atom, alkane Group shown in base or phenyl, more preferably hydrogen atom, alkyl or formula (D-A1), (D-B1) or (D-C1)~(D-C4), into One step is preferably group shown in hydrogen atom or formula (D-A1), (D-B1) or (D-C1)~(D-C4), and particularly preferably hydrogen is former Group shown in son or formula (D-A1), these groups can further have substituent group.

In formula (4)~formula (7), R³⁴Preferably hydrogen atom.

In formula (4)~formula (7), there are the feelings of aryl, monovalence heterocycle or substituted-amino in the phenyl ring for forming ligand backbone Under condition, preferably R³²Or R³³For aryl, monovalence heterocycle or substituted-amino, more preferable R³²For aryl, monovalence heterocycle or substitution ammonia Base, these groups can have substituent group.Aryl, monovalence heterocycle and substituted-amino are preferably poplar bundles primitive.

Phosphorescence luminance compound shown in formula (4) is for example, phosphorescence shown in formula (4-1)~(4-19) shines Property compound, phosphorescence luminance compound shown in preferred formula (4-1)~(4-17), shown in more preferable formula (4-5)~(4-17) Phosphorescence luminance compound.

Table 4

Table 5

Phosphorescence luminance compound shown in formula (5) is for example, phosphorescence shown in formula (5-1)~(5-19) shines Property compound, phosphorescence luminance compound shown in preferred formula (5-1)~(5-17), shown in more preferable formula (5-5)~(5-17) Phosphorescence luminance compound.

Table 6

Table 7

Phosphorescence luminance compound shown in formula (6) is for example, phosphorescence shown in formula (6-1)~(6-15) shines Property compound, phosphorescence luminance compound shown in preferred formula (6-1)~(6-13).

Table 8

Phosphorescence luminance compound shown in formula (7) is for example, phosphorescence shown in formula (7-1)~(7-15) shines Property compound, phosphorescence luminance compound shown in preferred formula (7-1)~(7-13).

Table 9

Phosphorescence luminance compound (A) and phosphorescence luminance compound (B) for example, formula (1-1)~(1-13), (2-1)~(2-13), (3-1)~(3-13), (4-1)~(4-19), (5-1)~(5-19), (6-1)~(6-15), (7-1)~ Phosphorescence luminance compound shown in (7-15), COM-9~COM-13 and COM-16~COM-21.

Phosphorescence luminance compound (A) and phosphorescence luminance compound (B) can be from Aldrich, Luminescence TechnologyCorp., the acquisitions such as American Dye Source.

In addition, as preparation method other than the above, it can also pass through " Journal of the American Chemical Society, Vol.107,1431-1432 (1985) ", " Journal of the American Chemical Society, Vol.106,6647-6653 (1984) ", International Publication No. 2002/44189, Japanese Unexamined Patent Application Publication 2004-530254 Bulletin, Japanese Unexamined Patent Publication 2006-188673 bulletins, Japanese Unexamined Patent Application Publication 2007-504272 bulletins, Japanese Unexamined Patent Publication 2008-179617 Number bulletin, Japanese Unexamined Patent Publication 2011-105701 bulletins, International Publication No. 2011/024761, Japanese Unexamined Patent Publication 2013-147449 Well known method described in the documents such as number bulletin, Japanese Unexamined Patent Publication 2013-147450 bulletins is manufactured.

[ratio of components]

In the composition of luminescent layer, by the total of phosphorescence luminance compound (A) and phosphorescence luminance compound (B) In the case of being set as 100 parts by weight, the content of phosphorescence luminance compound (B) is usually 1~10000 parts by weight, preferably 10 The parts by weight of~1000 parts by weight, further preferably 20 parts by weight~500.

The composition of luminescent layer can further contain selected from hole mobile material, hole-injecting material, electron-transport material Material, electron injection material, luminescent material (different from phosphorescence luminance compound (A) and phosphorescence luminance compound (B)), antioxygen At least one of agent and solvent material.

[material of main part]

The composition of luminescent layer has by further containing selected from hole injection, hole transport ability, electron injection With the material of main part of at least one of electron-transporting function, thus the external quantum efficiency of light-emitting component of the invention is more excellent It is different.In the composition of luminescent layer, material of main part can contain individually one kind, can also contain two or more.

In the composition of the luminescent layer containing material of main part, by phosphorescence luminance compound (A), phosphorescence photism Close object (B) and material of main part it is total be set as 100 parts by weight in the case of, phosphorescence luminance compound (A) and phosphorescence photism Total content of compound (B) is usually 0.05~80 parts by weight, preferably 0.1~50 parts by weight, more preferably 0.5~40 weight Measure part.

External quantum efficiency for the light-emitting component of the present invention is better, the lowest excited triplet that material of main part has State (T₁) it is preferably the T having with phosphorescence luminance compound (A) and phosphorescence luminance compound (B)₁Same energy level or The higher energy level of person.

For the light-emitting component that can make the present invention with Solution coating processes, material of main part preferably can dissolve phosphorescence Dissolubility is shown in the solvent of luminance compound (A) and phosphorescence luminance compound (B).

Material of main part is classified as low molecular compound and high-molecular compound.

[low molecule main body]

Low molecular compound (hereinafter referred to as " low molecule main body ") preferably as material of main part is illustrated.

Low molecule main body is preferably formula (H-1) compound represented.

[in formula,

Ar^H1And Ar^H2Aryl or monovalence heterocycle are each independently represented, these groups there can be substituent group.

n^H1And n^H2Each independently represent 0 or 1.In n^H1In the case of multiple, they can it is identical can not also Together.Existing multiple n^H2It can be the same or different.

n^H3Indicate 0 or more integer.

L^H1Indicate arlydene, divalent heterocycle or-[C (R^H11)₂]n^H11Shown in group, these groups can have Substituent group.In L^H1In the case of multiple, they can be the same or different.

n^H11Indicate 1 or more and 10 integers below.R^H11Indicate hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkyloxy, Aryl or monovalence heterocycle, these groups can have substituent group.Existing multiple R^H11It can be the same or different, mutually It can be bonded and form ring together with the carbon atom being respectively bonded.

L^H2Expression-N (- L^H21-R^H21)-shown in group.In L^H2In the case of multiple, they can be identical It can be different.

L^H21Indicate that singly-bound, arlydene or divalent heterocycle, these groups there can be substituent group.R^H21Expression hydrogen atom, Alkyl, naphthenic base, aryl or monovalence heterocycle, these groups can have substituent group.]

Ar^H1And Ar^H2Preferably phenyl, fluorenyl, spiro-bisfluorene base, pyridyl group, pyrimidine radicals, triazine radical, quinolyl, isoquinolin Base, thienyl, benzothienyl, dibenzothiophene, furyl, benzofuranyl, dibenzofuran group, pyrrole radicals, indoles Base, azaindolyl, carbazyl, azepine carbazyl, diaza carbazyl, phenoxazine groups or phenothiazinyl, more preferably phenyl, Spiro-bisfluorene base, pyridyl group, pyrimidine radicals, triazine radical, dibenzothiophene, dibenzofuran group, carbazyl or azepine carbazyl, into One step is preferably phenyl, pyridyl group, carbazyl or azepine carbazyl, and particularly preferably above-mentioned formula (TDA-1) or (TDA-3) are shown Group, group shown in especially preferably above-mentioned formula (TDA-3), these groups can have substituent group.

Ar^H1H1And Ar^H2The substituent group that can have is preferably halogen atom, alkyl, naphthenic base, alkoxy, cycloalkyloxy, virtue Base or monovalence heterocycle, more preferably alkyl, cycloalkyloxy, alkoxy or cycloalkyloxy, further preferably alkyl or cycloalkanes Oxygroup, these groups can further have substituent group.

n^H1Preferably 1.n^H2Preferably 0.

n^H3Usually 0 or more and 10 integer below, preferably 0 or more and 5 integers below, further preferably 1 with Upper and 3 integers below, particularly preferably 1.

n^H11Preferably 1 or more and 5 integers below, more preferably 1 or more and 3 integers below, further preferably 1.

R^H11Preferably hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, more preferably hydrogen atom, alkyl or ring Alkyl, further preferably hydrogen atom or alkyl, these groups can have substituent group.

L^H1Preferably arlydene or divalent heterocycle.

L^H1Preferably formula (A-1)~(A-3), formula (A-8)~(A-10), formula (AA-1)~(AA-6), formula (AA-10)~ (AA-21) or group shown in formula (AA-24)~(AA-34), more preferably formula (A-1), formula (A-2), formula (A-8), formula (A- 9), group shown in formula (AA-1)~(AA-4), formula (AA-10)~(AA-15) or formula (AA-29)~(AA-34), it is further excellent It is selected as shown in formula (A-1), formula (A-2), formula (A-8), formula (A-9), formula (AA-2), formula (AA-4), formula (AA-10)~(AA-15) Group, particularly preferably formula (A-1), formula (A-2), formula (A-8), formula (AA-2), formula (AA-4), formula (AA-10), formula (AA- 12) or group shown in formula (AA-14), especially preferably formula (A-1), formula (A-2), formula (AA-2), formula (AA-4) or formula (AA- 14) group shown in.

L^H1The substituent group that can have is preferably halogen atom, alkyl, naphthenic base, alkoxy, cycloalkyloxy, aryl or monovalence Heterocycle, more preferably alkyl, alkoxy, aryl or monovalence heterocycle, further preferably alkyl, aryl or monovalence heterocycle Base, these groups can further have substituent group.

L^H21Preferably singly-bound or arlydene, more preferably singly-bound, the arlydene can have substituent group.

L^H21Shown in arlydene or divalent heterocycle definition and example and L^H1Shown in arlydene or divalent heterocycle Definition and example are same.

R^H21Preferably aryl or monovalence heterocycle, these groups can have substituent group.

R^H21Shown in aryl and monovalence heterocycle definition and example and Ar^H1And Ar^H2Shown in aryl and monovalence heterocycle The definition of base and example are same.

R^H21The definition for the substituent group that can have and example and Ar^H1And Ar^H2The definition for the substituent group that can have and example It is sub same.

Formula (H-1) compound represented is preferably formula (H-2) compound represented.

[in formula, Ar^H1、Ar^H2、n^H3And L^H1Indicate meaning same as above.]

Formula (H-1) compound represented can illustrate：Following formula (H-101)~(H-118) compound represented.

As in material of main part use high-molecular compound, for example,：As aftermentioned hole mobile material High-molecular compound, as the high-molecular compound of aftermentioned electron transport material.

[macromolecule main body]

High-molecular compound (hereinafter referred to as " macromolecule main body ") preferably as host compound is illustrated.

Macromolecule main body is preferably to include the high-molecular compound of structural unit shown in formula (Y).

[in formula, Ar^Y1Indicate arlydene, divalent heterocycle or at least one arlydene and at least one divalent heterocycle Direct Bonding at bivalent group, these groups can have substituent group.]

Ar^Y1Shown in arlydene be more preferably formula (A-1), formula (A-2), formula (A-6)-(A-10), formula (A-19) or formula (A- 20) base shown in group shown in, further preferably formula (A-1), formula (A-2), formula (A-7), formula (A-9) or formula (A-19) Group, these groups can have substituent group.

Ar^Y1Shown in divalent heterocycle be more preferably formula (AA-1)-(AA-4), formula (AA-10)-(AA-15), formula (AA- 18) group shown in-(AA-21), formula (AA-33) or formula (AA-34), further preferably formula (AA-4), formula (AA-10), formula (AA-12), group shown in formula (AA-14) or formula (AA-33), these groups can have substituent group.

Ar^Y1Shown at least one arlydene and at least one divalent heterocycle Direct Bonding at bivalent group in Asia The preferred range of aryl and divalent heterocycle, further preferred range respectively with above-mentioned Ar^Y1Shown in arlydene and Preferred range, the further preferred range of divalent heterocycle are same.

" at least one arlydene and at least one divalent heterocycle Direct Bonding at bivalent group " for example can be with Group shown in following formula is enumerated, these there can be substituent group.

[in formula, R^XXIndicate that hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, these groups there can be substitution Base.]

R^XXPreferably alkyl, naphthenic base or aryl, these groups can have substituent group.

Ar^Y1Shown in the substituent group that can have of group be preferably alkyl, naphthenic base or aryl, these groups can be into one Step has substituent group.

Structural unit shown in formula (Y) is for example, structural unit shown in formula (Y-1)-(Y-10), from the present invention Light-emitting component the brightness service life from the perspective of, structural unit shown in preferably formula (Y-1)-(Y-3), from the present invention hair From the perspective of the electron-transporting of optical element, structural unit shown in preferably formula (Y-4)-(Y-7), from shining for the present invention From the perspective of the hole transport ability of element, structural unit shown in preferably formula (Y-8)-(Y-10).

[in formula, R^Y1Indicate hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkyloxy, aryl or monovalence heterocycle, these Group can have substituent group.Existing multiple R^Y1It can be the same or different, adjacent R^Y1It can be mutually bonded each other simultaneously Ring is formed together with the carbon atom being respectively bonded.]

R^Y1Preferably hydrogen atom, alkyl, naphthenic base or aryl, these groups can have substituent group.

Structural unit shown in formula (Y-1) is preferably structural unit shown in formula (Y-1 ').

[in formula, R^Y11Indicate alkyl, naphthenic base, alkoxy, cycloalkyloxy, aryl or monovalence heterocycle, these groups can With with substituent group.Existing multiple R^Y11It can be the same or different.]

R^Y11Preferably alkyl, naphthenic base or aryl, more preferably alkyl or cycloalkyl, these groups can have substitution Base.

[in formula, R^Y1Indicate meaning same as above.X^Y1Expression-C (R^Y2)₂-、-C(R^Y2)=C (R^Y2)-or-C (R^Y2)₂- C(R^Y2)₂Shown in group.R^Y2Indicate hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkyloxy, aryl or monovalence heterocycle, These groups can have substituent group.Existing multiple R^Y2It can be the same or different, R^Y2Can be mutually bonded each other and with The carbon atom being respectively bonded forms ring together.]

R^Y2Preferably alkyl, naphthenic base, aryl or monovalence heterocycle, more preferably alkyl, naphthenic base or aryl, these bases Group can have substituent group.

X^Y1In ,-C (R^Y2)₂Shown in 2 R in group^Y2Combination be preferably both be alkyl or cycloalkyl, both For aryl, both be monovalence heterocycle or one is alkyl or cycloalkyl and another one is aryl or monovalence heterocycle, it is more excellent It is selected as that one is alkyl or cycloalkyl and another one is aryl, these groups there can be substituent group.Existing 2 R^Y2It can phase It is mutually bonded and forms ring together with the atom being respectively bonded, in R^Y2In the case of forming ring ,-C (R^Y2)₂Shown in group it is excellent It is selected as group shown in formula (Y-A1)-(Y-A5), more preferably group shown in formula (Y-A4), these groups there can be substitution Base.

X^Y1In ,-C (R^Y2)=C (R^Y2)-shown in 2 R in group^Y2Combination be preferably both be alkyl or cycloalkanes Base or one are alkyl or cycloalkyl and another one is aryl, these groups can have substituent group.

X^Y1In ,-C (R^Y2)₂-C(R^Y2)₂Shown in 4 R in group^Y2Preferably can with substituent group alkyl or Naphthenic base.Existing multiple R^Y2It can be mutually bonded and form ring together with the atom being respectively bonded, in R^Y2Form the feelings of ring Under condition ,-C (R^Y2)₂-C(R^Y2)₂Shown in group be preferably group shown in formula (Y-B1)-(Y-B5), more preferably formula (Y- B3 group shown in), these groups can have substituent group.

[in formula, R^Y2Indicate meaning same as above.]

Structural unit shown in formula (Y-2) is preferably structural unit shown in formula (Y-2 ')

[in formula, R^Y11And X^Y1Indicate meaning same as above.]

[in formula, R^Y1And X^Y1Indicate meaning same as above.]

Structural unit shown in formula (Y-3) is preferably structural unit shown in formula (Y-3 ').

[in formula, R^Y11And X^Y1Indicate meaning same as above.]

[in formula, R^Y1Indicate meaning same as above.R^Y3Indicate hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkanes oxygen Base, aryl or monovalence heterocycle, these groups can have substituent group.]

R^Y3Preferably alkyl, naphthenic base, alkoxy, cycloalkyloxy, aryl or monovalence heterocycle, more preferably aryl, this A little groups can have substituent group.

Structural unit shown in formula (Y-4) is preferably structural unit shown in formula (Y-4 '), structure list shown in formula (Y-6) Member is preferably structural unit shown in formula (Y-6 ').

[in formula, R^Y11And R^Y3Indicate meaning same as above.]

[in formula, R^Y1Indicate meaning same as above.R^Y4Indicate hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkanes oxygen Base, aryl or monovalence heterocycle, these groups can have substituent group.]

R^Y4Preferably alkyl, naphthenic base, alkoxy, cycloalkyloxy, aryl or monovalence heterocycle, more preferably aryl, this A little groups can have substituent group.

Structural unit shown in formula (Y) for example,：The arlydene shown in formula (Y-101)-(Y-121) is constituted Structural unit, the structural unit that divalent heterocycle is constituted shown in formula (Y-201)-(Y-206), by formula (Y-301)-(Y- 304) at least one arlydene shown in and at least one divalent heterocycle Direct Bonding at the knot that constitutes of bivalent group Structure unit.

The brightness service life for the light-emitting component of the present invention is excellent, Ar in structural unit shown in formula (Y)^Y1For arlydene Structural unit is preferably 0.5~80 mole of % in high-molecular compound relative to the total amount for the structural unit for including, more preferably For 30~60 moles of %.

Charge-transporting for the light-emitting component of the present invention is excellent, Ar in structural unit shown in formula (Y)^Y1It is miscellaneous for divalent Ring group or at least one arlydene and at least one divalent heterocycle Direct Bonding at bivalent group structural unit Total amount relative to the structural unit for including in high-molecular compound is preferably 0.5~30 mole of %, and more preferably 3~20 rub You are %.

Structural unit shown in formula (Y) can only include a kind in macromolecule main body, can also include two or more.

Excellent for hole transport ability, macromolecule main body can also include structural unit shown in following formula (X)s.

[in formula,

a^X1And a^X2Each independently represent 0 or more integer.

Ar^X1And Ar^X3Arlydene or divalent heterocycle are each independently represented, these groups there can be substituent group.

Ar^X2And Ar^X4Each independently represent arlydene, divalent heterocycle or at least one arlydene and at least one Kind divalent heterocycle Direct Bonding at bivalent group, these groups can have substituent group.

R^X1、R^X2And R^X3Each independently represent hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, these groups There can be substituent group.]

The brightness service life for the light-emitting component of the present invention is better, a^X1Preferably 2 hereinafter, more preferably 1.

The brightness service life for the light-emitting component of the present invention is better, a^X2Preferably 2 hereinafter, more preferably 0.

R^X1、R^X2And R^X3Preferably alkyl, naphthenic base, aryl or monovalence heterocycle, more preferably aryl, these groups can With with substituent group.

Ar^X1And Ar^X3Shown in arlydene be more preferably group shown in formula (A-1) or formula (A-9), further preferably Group shown in formula (A-1), these groups can have substituent group.

Ar^X1And Ar^X3Shown in divalent heterocycle be more preferably formula (AA-1), formula (AA-2) or formula (AA-7)-(AA-26) Shown in group, these groups can have substituent group.

Ar^X1And Ar^X3It preferably can be with the arlydene of substituent group.

Ar^X2And Ar^X4Shown in arlydene be more preferably formula (A-1), formula (A-6), formula (A-7), formula (A-9)-(A-11) or Group shown in formula (A-19), these groups can have substituent group.

Ar^X2And Ar^X4Shown in divalent heterocycle preferred range and Ar^X1And Ar^X3Shown in divalent heterocycle more Preferred range is identical.

Ar^X2And Ar^X4Shown at least one arlydene and at least one divalent heterocycle Direct Bonding at divalent The preferred range of arlydene and divalent heterocycle in group, further preferred range respectively with Ar^X1And Ar^X3It is shown Arlydene and divalent heterocycle preferred range, further preferred range it is same.

Ar^X2And Ar^X4Shown at least one arlydene and at least one divalent heterocycle Direct Bonding at bivalent group It can enumerate and the Ar of formula (Y)^Y1Shown at least one arlydene and at least one divalent heterocycle Direct Bonding at divalent The same group of group.

Ar^X2And Ar^X4It preferably can be with the arlydene of substituent group.

Ar^X1X1~Ar^X4And R^X1~R^X3Shown in the substituent group that can have of group be preferably alkyl, naphthenic base or aryl, These groups can further have substituent group.

Structural unit shown in formula (X) is preferably structural unit shown in formula (X-1)-(X-7), more preferably formula (X-1)- (X-6) structural unit shown in structural unit shown in, further preferably formula (X-3)-(X-6).

[in formula, R^X4And R^X5Each independently represent hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkyloxy, aryl, virtue Oxygroup, halogen atom, monovalence heterocycle or cyano, these groups can have substituent group.Existing multiple R^X4Identical also can may be used With difference.Existing multiple R^X5It can be the same or different, adjacent R^X5It can be mutually bonded and be bonded with respective each other Carbon atom form ring together.]

Excellent for hole transport ability, structural unit is relative to the structure list for including in macromolecule main body shown in formula (X) The total amount of member is preferably 0.1~50 mole of %, more preferably 1~40 mole of %, further preferably 5~30 moles of %.

Structural unit shown in formula (X) is for example, structural unit shown in formula (X1-1)-(X1-11), preferably Structural unit shown in formula (X1-3)-(X1-10).

In macromolecule main body, structural unit shown in formula (X) can only include one kind, can also include two or more.

Macromolecule main body for example, table 10 high-molecular compound (P-1)~(P-6).

Table 10

[in table, p, q, r, s and t indicate the molar ratio of each structural unit.P+q+r+s+t=100 and 100 >=p+q+r+s ≥70.Other structures unit refers to the structure list in addition to structural unit shown in structural unit, formula (X) shown in formula (Y) Member.]

Macromolecule main body can be any in block copolymer, random copolymer, alternate copolymer, graft copolymer Kind, can also be other forms, copolymer made of being preferably copolymerized two or more starting monomers.

[manufacturing method of macromolecule main body]

Macromolecule main body can use Chemical Review (Chem.Rev.), volume 109,897-1091 pages (2009 Year) etc. described in well known polymerization manufactured, can illustrate by Suzuki reaction, Yamamoto reaction, Buchwald reactions, Stille reactions, Negishi reactions and Kumada reactions etc. use the coupling reaction of transition-metal catalyst The method being polymerize.

In above-mentioned polymerization, the method for putting into monomer can be enumerated：Monomer total amount is disposably put into reaction system Method；After a part for monomer is put into and reacted, remaining monomer is disposably put into, continuously puts into or puts into batches Method；Method etc. that is continuous or putting into monomer in batches.

Transition-metal catalyst can enumerate palladium catalyst, Raney nickel etc..

The post-processing of polymerisation is carried out using well known method alone or in combination, such as：It is removed by liquid separation water-soluble The method of impurity；It is added the reaction solution after polymerisation in the lower alcohols such as methanol, filters and be dried after the precipitation of precipitation Method etc..In the case that the purity of macromolecule main body is low, such as recrystallization, reprecipitation, the company using Soxhlet extractor can be used The usual ways such as continuous extraction, column chromatography are purified.

The composition of luminescent layer containing solvent is adapted so that (below also referred to as " black liquid of luminescent layer ") and uses ink jet printing The making of the light-emitting component of the print processes such as method, nozzle printing method.

The viscosity of the black liquid of luminescent layer can be adjusted according to the type of print process, applied to ink jet printing method In the case of print process of the equal solution via blowoff, for when being not susceptible to spray blocking and flight bending, preferably exist 25 DEG C are 1~20mPas.

The solvent for including in the black liquid of luminescent layer be preferably can dissolve or the black liquid of evenly dispersed luminescent layer in solid at The solvent divided.Solvent for example,：1,2- dichloroethanes, 1, the chlorine such as 1,2- trichloroethanes, chlorobenzene, o-dichlorohenzene system are molten Agent；The ether series solvents such as THF, dioxane, methyl phenyl ethers anisole, 4- methylanisoles；Toluene, dimethylbenzene, trimethylbenzene, ethylbenzene, n-hexyl The aromatic hydrocarbon series solvents such as benzene, cyclohexyl benzene；Hexamethylene, hexahydrotoluene, pentane, n-hexane, normal heptane, normal octane, just The aliphatic hydrocarbons series solvents such as nonane, n-decane, n-dodecane, connection hexamethylene；The ketone such as acetone, methyl ethyl ketone, cyclohexanone, acetophenone system Solvent；The ester series solvents such as ethyl acetate, butyl acetate, ethyl cellosolve acetate, methyl benzoate, acetic acid phenyl；Ethylene glycol, The polynary alcohol series solvents such as glycerine, 1,2- hexylene glycols；The alcohol series solvents such as isopropanol, cyclohexanol；The sulfoxides series solvent such as dimethyl sulfoxide；N- The acid amides series solvents such as N-methyl-2-2-pyrrolidone N, n,N-Dimethylformamide.Solvent can use independent one kind can also and with two Kind or more.

In the black liquid of luminescent layer, by total being set as of phosphorescence luminance compound (A) and phosphorescence luminance compound (B) In the case of 100 parts by weight, the use level of solvent is usually 1000~100000 parts by weight, preferably 2000~20000 weight Part.

[hole mobile material]

Hole mobile material is classified as low molecular compound and high-molecular compound, preferably high-molecular compound, more excellent It is selected as the high-molecular compound with crosslinking group.

High-molecular compound is for example, polyvinylcarbazole and its derivative；There is aromatic amine in side chain or main chain The poly (arylene ether) and its derivative of structure.High-molecular compound can be the compound for being bonded with electronics acceptance position.Electronics Acceptance position is for example, fullerene, tetrafluoro quinone bismethane, tetracyanoethylene, trinitrofluorenone etc., preferably For fullerene.

In the composition of luminescent layer, by the total of phosphorescence luminance compound (A) and phosphorescence luminance compound (B) When being set as 100 parts by weight, the use level of hole mobile material is usually 1~400 parts by weight, preferably 5~150 parts by weight.

Hole mobile material can use independent one kind can also and with two or more.

[electron transport material]

Electron transport material is classified as low molecular compound and high-molecular compound.Electron transport material can have crosslinking Base.

Low molecular compound is for example, using 8-hydroxyquinoline as metal complex, oxadiazoles, the anthraquinone two of ligand Methane, benzoquinones, naphthoquinones, anthraquinone, four cyano anthraquinone bismethane, Fluorenone, dicyano talan and diphenoquinone and they spread out Biology.

High-molecular compound is for example, polyphenyl, polyfluorene and their derivative.High-molecular compound can be through It is metal-doped.

In the composition of luminescent layer, by the total of phosphorescence luminance compound (A) and phosphorescence luminance compound (B) When being set as 100 parts by weight, the use level of electron transport material is usually 1~400 parts by weight, preferably 5~150 parts by weight.

Electron transport material can use independent one kind can also and with two or more.

[hole-injecting material and electron injection material]

Hole-injecting material and electron injection material are respectively classified as low molecular compound and high-molecular compound.It notes in hole Crosslinking group can be had by entering material and electron injection material.

Low molecular compound is for example, the metal phthalocyanines such as copper phthalocyanine；Carbon；The metal oxides such as molybdenum, tungsten；Fluorization agent, The metal fluorides such as sodium fluoride, cesium fluoride, potassium fluoride.

High-molecular compound is for example, polyaniline, polythiophene, polypyrrole, polystyrene support, poly- sub- thienyl Asia Vinyl, poly quinoline and polyquinoxaline and their derivative；Include the polymer of aromatic amine structure in main chain or side chain Equal electroconductive polymers.

In the composition of luminescent layer, by the total of phosphorescence luminance compound (A) and phosphorescence luminance compound (B) When being set as 100 parts by weight, the use level of hole-injecting material and electron injection material is generally each 1~400 parts by weight, preferably For 5~150 parts by weight.

Hole-injecting material and electron injection material can respectively use independent one kind can also and with two or more.

[ion doping]

In the case where hole-injecting material or electron injection material include electroconductive polymer, the electricity of electroconductive polymer Conductance is preferably 1 × 10^-5S/cm~1 × 10³S/cm.In order to which the conductivity of electroconductive polymer is set as the range, Ke Yi Suitable ion is adulterated in electroconductive polymer.

The type of the ion of doping is anion in the case of hole-injecting material, in the case of electron injection material For cation.Anion is for example, polystyrolsulfon acid ion, benzene sulfonamide acid ion, camphorsulfonic acid ion.Sun from Son is for example, lithium ion, sodium ion, potassium ion, potassium ion.

The ion of doping can use independent one kind can also and with two or more.

[luminescent material]

Luminescent material (different from phosphorescence luminance compound (A) and phosphorescence luminance compound (B)) is classified as low molecule Compound and high-molecular compound.Luminescent material can have crosslinking group.

Low molecular compound for example, naphthalene and its derivative, anthracene and its derivative and its derivative and with The triplet emissive complexes of metal centered on iridium, platinum or europium.

High-molecular compound is for example, include phenylene, naphthalene-diyl, fluorenes diyl, luxuriant and rich with fragrance diyl, dihydro phenanthrene diyl, formula (X) high-molecular compound of group shown in, carbazole diyl, phenoxazines diyl, phenthazine diyl, anthracene diyl, pyrene diyl etc..

Luminescent material preferably comprises triplet emissive complexes and high-molecular compound.

Triplet emissive complexes are for example, metal complex as shown below.

In the composition of luminescent layer, by the total of phosphorescence luminance compound (A) and phosphorescence luminance compound (B) When being set as 100 parts by weight, the content of luminescent material is usually 0.001~10 parts by weight.

[antioxidant]

As long as antioxidant is soluble in identical with phosphorescence luminance compound (A) and phosphorescence luminance compound (B) Solvent and the compound for not interfering the transmission of luminous and charge, for example, phenolic antioxidant, phosphorous antioxidant.

In the composition of luminescent layer, by the total of phosphorescence luminance compound (A) and phosphorescence luminance compound (B) When being set as 100 parts by weight, the use level of antioxidant is usually 0.001~10 parts by weight.

Antioxidant can use independent one kind can also and with two or more.

The hole transmission layer that the light-emitting component of the present invention has is (following also referred to as " to hand over using the material with crosslinking group Join material ") obtained from layer.

<Cross-linked material>

Cross-linked material can be that low molecular compound can also be high-molecular compound, for light-emitting component of the invention External quantum efficiency is excellent, and cross-linked material is preferably with selected from the degraded of at least one of crosslinking group A groups crosslinking group Close object (below also referred to as " low molecular compound of hole transmission layer ") or comprising in crosslinking group A groups at least A kind of high-molecular compound of the cross-linked structure unit of crosslinking group (below also referred to as " high-molecular compound of hole transmission layer ").

External quantum efficiency for the light-emitting component of the present invention is better, and the crosslinking group in crosslinking group A groups is preferred For crosslinking group shown in formula (BX-1)~(BX-13), shown in more preferably formula (BX-1), (BX-3) or (BX-9)~(BX-13) Crosslinking group, further preferably crosslinking group shown in formula (BX-1) or (BX-9).

[high-molecular compound of hole transmission layer]

Include in the high-molecular compound of hole transmission layer has selected from least one of crosslinking group A groups crosslinking group Structural unit is preferably structural unit shown in structural unit or formula (Z ') shown in aftermentioned formula (Z), can be following shown Structural unit.

Include in the high-molecular compound of hole transmission layer has selected from least one of crosslinking group A groups crosslinking group Structural unit is preferably structural unit shown in structural unit or formula (Z ') shown in formula (Z).

[structural unit shown in formula (Z)]

External quantum efficiency for the light-emitting component of the present invention is better, and nA is preferably 0~3 integer, more preferably 0 ~2 integer.

External quantum efficiency for the light-emitting component of the present invention is better, and n is preferably 2.

External quantum efficiency for the light-emitting component of the present invention is better, Ar¹It preferably can be with the virtue of substituent group Fragrant race's alkyl.

Ar¹Shown in aromatic hydrocarbyl carbon atom number not including the carbon atom number of substituent group, usually 6~60, Preferably 6~30, more preferably 6~18.

Ar¹Shown in aromatic hydrocarbyl n substituent group of removing after arylene portion be preferably formula (A-1)~formula (A- 20) group shown in, more preferably formula (A-1), formula (A-2), formula (A-6)~formula (A-10), formula (A-19) or formula (A-20) institute Group shown in the group shown, further preferably formula (A-1), formula (A-2), formula (A-7), formula (A-9) or formula (A-19), these Group can have substituent group.

Ar¹Shown in heterocycle carbon atom number not including the carbon atom number of substituent group, usually 2~60, preferably It is 3~30, more preferably 4~18.

Ar¹Shown in heterocycle n substituent group of removing after divalent heterocycle part be preferably formula (AA-1)~(AA- 34) group shown in.

Ar¹Shown in aromatic hydrocarbyl and heterocycle can have a substituent group, substituent group can enumerate alkyl, naphthenic base, Alkoxy, cycloalkyloxy, aryl, aryloxy group, halogen atom, monovalence heterocycle and cyano.

For L^AShown in for alkylidene, not including the carbon atom number of substituent group, usually 1~20, preferably 1 ~15, more preferably 1~10.For L^AShown in for cycloalkylidene, not including the carbon atom number of substituent group, usually 3~20.

Alkylidene and cycloalkylidene can have substituent group, alkylidene and cycloalkylidene for example, methylene, Asia Ethyl, propylidene, butylidene, hexylidene, cyclohexylidene, octamethylene.

L^AShown in alkylidene and cycloalkylidene can have substituent group.The substitution that alkylidene and cycloalkylidene can have Base is for example, alkyl, naphthenic base, alkoxy, cycloalkyloxy, halogen atom and cyano.

L^AShown in arlydene can have substituent group.Arlydene is preferably phenylene or fluorenes diyl, more preferably between it is sub- Phenyl, to phenylene, fluorenes -2,7- diyl, fluorenes -9,9- diyl.Substituent group that arlydene can have for example, alkyl, Naphthenic base, alkoxy, cycloalkyloxy, aryl, aryloxy group, monovalence heterocycle, halogen atom, cyano and in crosslinking group A groups Crosslinking group.

For the high-molecular compound of easy to manufacture hole transmission layer, L^APreferably arlydene or alkylidene, more preferably Phenylene, fluorenes diyl or alkylidene, these groups can have substituent group.

Bridging property for the high-molecular compound of hole transmission layer is excellent, and crosslinking group shown in X is preferably formula (BX-1) Crosslinking group shown in~(BX-13), crosslinking group shown in more preferably formula (BX-1), (BX-3) or (BX-9)~(BX-13), into One step is preferably crosslinking group shown in formula (BX-1) or (BX-9).

Stability and bridging property for the high-molecular compound of hole transmission layer is excellent, structural unit shown in formula (Z) Total amount relative to the structural unit for including in the high-molecular compound of hole transmission layer is preferably 0.5~90 mole of %, more Preferably 3~75 moles of %, further preferably 5~60 moles of %.

Structural unit shown in formula (Z) can only include a kind in the high-molecular compound of hole transmission layer, can also wrap Containing two or more.

[structural unit shown in formula (Z ')]

External quantum efficiency for the light-emitting component of the present invention is better, and mA is preferably 0 or 1, more preferably 0.

External quantum efficiency for the light-emitting component of the present invention is better, and m is preferably 2.

The external quantum efficiency of high-molecular compound and the light-emitting component of the present invention for easy to manufacture hole transmission layer Better, c is preferably 0.

External quantum efficiency for the light-emitting component of the present invention is better, Ar³It preferably can be with the virtue of substituent group Fragrant race's alkyl.

Ar³Shown in aromatic hydrocarbyl the definition for removing the arylene portion after m substituent group and example and above-mentioned Ar in formula (X)^X2Shown in arlydene definition it is identical with example.

Ar³Shown in heterocycle the definition for removing the divalent heterocycle part after m substituent group and example and above-mentioned Ar in formula (X)^X2Shown in divalent heterocycle part definition it is identical with example.

Ar³Shown in removing m of group of at least one aromatic series hydrocarbon ring and at least one heterocycle Direct Bonding replace The definition of bivalent group after base and example and the Ar in above-mentioned formula (X)^X2Shown at least one arlydene with it is at least one Divalent heterocycle Direct Bonding at bivalent group definition it is identical with example.

External quantum efficiency for the light-emitting component of the present invention is better, Ar²And Ar⁴Can preferably have substituent group Arlydene.

Ar²And Ar⁴Shown in arlydene definition and the Ar in example and above-mentioned formula (X)^X1And Ar^X3Shown in arlydene Definition it is identical with example.

Ar²And Ar⁴Shown in divalent heterocycle definition and the Ar in example and above-mentioned formula (X)^X1And Ar^X3Shown in two The definition of valence heterocycle is identical with example.

Ar²、Ar³And Ar⁴Shown in group can have substituent group, substituent group can enumerate alkyl, naphthenic base, alkoxy, Cycloalkyloxy, aryl, aryloxy group, halogen atom, monovalence heterocycle and cyano.

K^AShown in alkylidene, cycloalkylidene, arlydene, the definition of divalent heterocycle and example respectively with L^AShown in it is sub- Alkyl, cycloalkylidene, arlydene, the definition of divalent heterocycle are identical with example.

For the high-molecular compound of easy to manufacture hole transmission layer, K^APreferably phenylene or methylene.

The definition of crosslinking group shown in X ' and example are identical as the definition of crosslinking group and example shown in above-mentioned X.

The high-molecular compound of excellent in stability and hole transmission layer for the high-molecular compound of hole transmission layer Bridging property is excellent, and structural unit is relative to the structural unit for including in the high-molecular compound of hole transmission layer shown in formula (Z ') Total amount be preferably 0.5~50 mole of %, more preferably 3~30 moles of %, further preferably 3~20 moles of %.

Structural unit shown in formula (Z ') can only include a kind in the high-molecular compound of hole transmission layer, can also Including two or more.

[preferred embodiment of structural unit shown in formula (Z) or (Z ')]

Structural unit shown in formula (Z) is for example, structural unit, formula (Z ') shown in formula (Z-1)~formula (Z-30) Shown in structural unit for example, structural unit shown in formula (Z ' -1)~formula (Z ' -9).Among them, for hole The bridging property of the high-molecular compound of transport layer is excellent, preferably structural unit shown in formula (Z-1)~formula (Z-30), more preferably For structure list shown in formula (Z-1)~formula (Z-15), formula (Z-19), formula (Z-20), formula (Z-23), formula (Z-25) or formula (Z-30) Structural unit shown in member, further preferably formula (Z-1)~formula (Z-9) or formula (Z-30).

Excellent for hole transport ability, the high-molecular compound of hole transmission layer preferably also includes structure shown in formula (X) Unit.

The definition of structural unit and example shown in the formula (X) that the high-molecular compound of hole transmission layer can include with it is upper The definition of structural unit shown in the formula (X) that the macromolecule main body stated can include is identical with example.

Structural unit shown in formula (X) can only include a kind in the high-molecular compound of hole transmission layer, can also wrap Containing two or more.

External quantum efficiency for the light-emitting component of the present invention is better, and the high-molecular compound of hole transmission layer is preferred It also include structural unit shown in formula (Y).

The definition of structural unit and example shown in the formula (Y) that the high-molecular compound of hole transmission layer can include with it is upper The definition of structural unit shown in the formula (Y) that the macromolecule main body stated can include is identical with example.

The structural unit indicated by formula (Y) can only include a kind in the high-molecular compound of hole transmission layer, can also Including two or more.

External quantum efficiency for the light-emitting component of the present invention is better, and the high-molecular compound of hole transmission layer is also excellent Choosing includes both structural units shown in structural unit shown in formula (X) and formula (Y).

The high-molecular compound of hole transmission layer is for example, high-molecular compound P-7~P-14 shown in table 11. Herein, " other structures unit " refers to the structure list in addition to structural unit shown in formula (Z), formula (Z '), formula (X) and formula (Y) Member.

Table 11

[in table, p ', q ', r ', s ' and t ' indicate the molar ratio of each structural unit.P '+q '+r '+s '+t '=100, and 70≤p’+q’+r’+s’≤100。]

The high-molecular compound of hole transmission layer can be block copolymer, random copolymer, alternate copolymer, be grafted altogether Any one of polymers, or other forms, copolymer made of being preferably copolymerized two or more starting monomers.

[manufacturing method of the high-molecular compound of hole transmission layer]

The high-molecular compound of hole transmission layer can utilize similarly square with the manufacturing method of above-mentioned macromolecule main body Method is manufactured.

[low molecular compound of hole transmission layer]

The low molecular compound of hole transmission layer is preferably low molecular compound shown in formula (Z ").

m^B1Usually 0~10 integer, for the low molecular compound for being readily synthesized hole transmission layer, preferably 0~5 Integer, more preferably 0~2 integer, further preferably 0 or 1, particularly preferably 0.

m^B2Usually 0~10 integer, in order to be readily synthesized the low molecular compound of hole transmission layer and the hair of the present invention The external quantum efficiency of optical element is better, preferably 1~5 integer, more preferably 1~3 integer, further preferably 1 Or 2, particularly preferably 1.

n^B1Usually 0~5 integer, in order to be readily synthesized the low molecular compound of hole transmission layer, preferably 0~4 Integer, more preferably 0~2 integer, further preferably 0.

Ar⁵Shown in aromatic hydrocarbyl removing n^B1The definition of arylene portion after a substituent group and example with it is above-mentioned Ar in formula (X)^X2Shown in arlydene definition it is identical with example.

Ar⁵Shown in heterocycle removing n^B1The definition of divalent heterocycle part after a substituent group and example with it is above-mentioned Ar in formula (X)^X2Shown in divalent heterocycle part definition it is identical with example.

Ar⁵Shown at least one aromatic series hydrocarbon ring and at least one heterocycle Direct Bonding group removing n^B1A substitution The definition of bivalent group after base and example and the Ar in above-mentioned formula (X)^X2Shown at least one arlydene with it is at least one Divalent heterocycle Direct Bonding at bivalent group definition it is identical with example.

External quantum efficiency for the light-emitting component of the present invention is excellent, Ar⁵Preferably aromatic hydrocarbyl.

L^B1Shown in alkylidene, cycloalkylidene, arlydene, the definition of divalent heterocycle and example respectively with L^AShown in it is sub- Alkyl, cycloalkylidene, arlydene, the definition of divalent heterocycle are identical with example.

In order to be readily synthesized the low molecular compound of hole transmission layer, L^B1Preferably alkylidene, arlydene or oxygen atom, more Preferably alkylidene or arlydene, further preferably phenylene, fluorenes diyl or alkylidene, particularly preferably phenylene or alkylene Base, these groups can have substituent group.

X " is preferably selected from crosslinking group, aryl or monovalence heterocycle in crosslinking group A groups, more preferably formula (BX-1)~ (BX-13) shown in crosslinking group or aryl shown in, further preferably formula (BX-1), (BX-3) or (BX-9)~(BX-13) Crosslinking group, phenyl or naphthyl shown in crosslinking group, phenyl, naphthalene or fluorenyl, particularly preferably formula (BX-1) or (BX-9), these Group can have substituent group.

The low molecular compound of the hole transmission layer low molecule chemical combination shown in (Z " -1)~(Z " -16) for example, formula It is low shown in low molecular compound shown in object, preferably formula (Z " -1)~(Z " -10), more preferably formula (Z " -5)~(Z " -9) Molecular compound.

The low molecular compound of hole transmission layer can from Aldrich, Luminescence TechnologyCorp., The acquisitions such as American Dye Source.

In addition, as preparation method other than the above, such as can be according to International Publication No. 1997/033193, the world Disclose No. 2005/035221, the method described in International Publication No. 2005/049548 synthesized.

[composition of hole transmission layer]

Hole transmission layer can be use comprising cross-linked material and selected from hole mobile material, hole-injecting material, electronics The composition of at least one of transmission material, electron injection material, luminescent material and antioxidant material is (following to be also referred to as " composition of hole transmission layer ") obtained from layer.

Hole mobile material, electron transport material, hole-injecting material, the electronics contained in the composition of hole transmission layer The hole transport that the example and the composition of preferred range and luminescent layer of injection material and luminescent material can further contain Material, electron transport material, hole-injecting material, electron injection material are identical with preferred range with the example of luminescent material. In the composition of hole transmission layer, hole mobile material, electron transport material, hole-injecting material, electron injection material and In the case that cross-linked material is set as 100 parts by weight by each leisure of use level of luminescent material, usually 1~400 parts by weight, preferably For 5~150 parts by weight.

The composition of the example of the antioxidant contained in the composition of hole transmission layer and preferred range and luminescent layer The example for the antioxidant that can further contain is identical with preferred range.In the composition of the 2nd organic layer, it will be crosslinked In the case that material is set as 100 parts by weight, the use level of antioxidant is usually 0.001~10 parts by weight.

[black liquid of hole transmission layer]

Composition (following to be also referred to as " black liquid of hole transmission layer ") and the luminescent layer of hole transmission layer containing solvent Black liquid likewise it is possible to be suitably used for spin-coating method, the tape casting, micro- gravure coating method, gravure coating process, stick coating method, rolling method, Bar rubbing method, Dipcoat method, spraying rubbing method, silk screen print method, flexographic plate print process, flexographic printing process, ink jet printing The rubbing methods such as method, capillary rubbing method, nozzle rubbing method.

The preferred range phase of the preferred range of the viscosity of the black liquid of hole transmission layer and the viscosity of the black liquid of luminescent layer Together.

Contain in the example of the solvent contained in the black liquid of hole transmission layer and preferred range and the black liquid of luminescent layer The example of solvent is identical with preferred range.

In the black liquid of hole transmission layer, in the case where cross-linked material is set as 100 parts by weight, the use level of solvent is logical It is often 1000~100000 parts by weight, preferably 2000~20000 parts by weight.

The light-emitting component of the present invention is the light-emitting component with anode, cathode, luminescent layer and hole transmission layer, can be had Layer in addition to luminescent layer and hole transmission layer.

In the light-emitting component of the present invention, the external quantum efficiency for the light-emitting component of the present invention is better, preferably sends out Photosphere is adjacent with hole transmission layer.

From the viewpoint of the injection of hole, light-emitting component of the invention is preferably between anode and hole transmission layer into one There is step hole injection layer to have preferably between cathode and luminescent layer from the viewpoint of electron injection and electron-transporting There is at least one layer in electron injecting layer and electron transfer layer.

The preferred layer of the light-emitting component of the present invention constitutes the composition for example, following.

(a) anode-hole transmission layer-luminescent layer-cathode

(b) anode-hole transmission layer-luminescent layer-electron transfer layer-cathode

(c) anode-hole transmission layer-luminescent layer-electron injecting layer-cathode

(d) anode-hole injection layer-hole transmission layer-luminescent layer-cathode

(e) anode-hole injection layer-hole transmission layer-luminescent layer-electron transfer layer-cathode

(f) anode-hole injection layer-hole transmission layer-luminescent layer-electron injecting layer-cathode

(g) anode-hole injection layer-hole transmission layer-luminescent layer-electron transfer layer-electron injecting layer-cathode

In the light-emitting component of the present invention, anode, cathode, hole injection layer, electron transfer layer and electron injecting layer are respectively It can be arranged as required to 2 layers or more.

Anode, cathode, hole injection layer, electron transfer layer and electron injecting layer there are it is multiple in the case of, they Respectively it can be the same or different.

Anode, cathode, hole injection layer, hole transmission layer, luminescent layer, the thickness of electron transfer layer and electron injecting layer are logical It is often 1nm~1 μm, preferably 2nm~500nm, further preferably 5nm~150nm.

[hole injection layer and electron injecting layer]

Hole injection layer and electron injecting layer separately include hole-injecting material and electron injection material.These layers respectively may be used To be formed as follows：So that hole-injecting material and electron injection material is dissolved in above-mentioned solvent, prepare black liquid and used, using with The identical method of making of above-mentioned film is formed.

The material of hole injection layer and electron injecting layer can respectively enumerate above-mentioned hole-injecting material and electron injection Material etc..

[electron transfer layer]

Electron transfer layer includes electron transport material.Electron transfer layer can be formed：Electron transport material is set to be dissolved in Above-mentioned solvent is used after preparing black liquid, is formed using method identical with the making of above-mentioned film.

The material of electron transfer layer can enumerate above-mentioned electron transport material etc..

In the case where the light-emitting component of the present invention has electron transfer layer, the electronics of the formation for electron transfer layer passes Defeated material is preferably comprising at least one in structural unit shown in structural unit shown in formula (ET-1) and formula (ET-2) The high-molecular compound of kind structural unit.

[in formula,

NE1 indicates 1 or more integer.

Ar^E1Indicate that aromatic hydrocarbyl or heterocycle, these groups there can be R^E1Substituent group in addition.

R^E1Group shown in expression (ES-1).In R^E1In the case of multiple, they can it is identical can not also Together.]

-(R^E3)_cE1-(Q^E1)_nE4-Y^E1(M^E2)_aE1(Z^E1)_bE1(ES-1)

[in formula,

CE1 indicates that 0 or 1, nE4 indicate that 0 or more integer, aE1 indicate that 1 or more integer, bE1 indicate 0 or more integer.

R^E3Indicate that arlydene or divalent heterocycle, these groups there can be substituent group.

Q^E1Indicate that alkylidene, arlydene, oxygen atom or sulphur atom, these groups there can be substituent group.In Q^E1There are more In the case of a, they can be the same or different.

Y^E1Expression-CO₂ ^-、-SO₃ ^-、-SO₂ ^-Or PO₃ ^2-。

M^E2Indicate that metal cation or ammonium cation, the ammonium cation there can be substituent group.In M^E2There are multiple feelings Under condition, they can be the same or different.

Z^E1Indicate F^-、Cl^-、Br^-、I^-、OH^-、R^E4SO₃ ^-、R^E4COO^-、ClO^-ClO₂ ^-、ClO₃ ^-、ClO₄ ^-、SCN^-、CN^-、NO₃ ^-、 SO₄ ^2-、HSO₄ ^-、PO₄ ^3-、HPO₄ ^2-、H₂PO₄ ^-、BF₄ ^-Or PF₆ ^-。R^E4Indicate that alkyl, naphthenic base or aryl, these groups can have Substituent group.In Z^E1In the case of multiple, they can be the same or different.

AE1 and bE1 is according to making the charge of group shown in formula (ES-1) be 0 to be selected.]

NE1 is preferably 1~4 integer, and more preferably 1 or 2.

Ar^E1Shown in aromatic hydrocarbyl or heterocycle preferably from Isosorbide-5-Nitrae-phenylene, 1,3- phenylenes, 1,2- phenylenes, 2,6- naphthalene-diyls, Isosorbide-5-Nitrae-naphthalene-diyl, 2,7- fluorenes diyl, 3,6- fluorenes diyl, 2,7- phenanthrene diyl or 2,7- carbazole diyls remove and structure Remaining atomic group after hydrogen atom nE1 of the atom Direct Bonding of cyclization, can have R^E1Substituent group in addition.

Ar^E1The R that can have^E1Substituent group in addition can enumerate halogen atom, cyano, alkyl, naphthenic base, aryl, monovalence Heterocycle, alkoxy, cycloalkyloxy, aryloxy group, amino, substituted-amino, alkenyl, cycloalkenyl group, alkynyl, cycloalkynyl radical, carboxyl, formula (ES-3) group shown in.

-O(C_N,H_2n,O)_nxC_M,H_{2m ,+1} (ES-3)

[in formula, the integer of n ', m ' and 1 or more nx expressions.]

CE1 is preferably 0 or 1, and nE4 is preferably 0~6 integer.

R^E3Preferably arlydene.

Q^E1Preferably alkylidene, arlydene or oxygen atom.

Y^E1Preferably-CO₂ ^-Or-SO₃ ^-。

M^E2Preferably Li⁺、Na⁺、K⁺、Cs⁺、N(CH₃)₄ ⁺、NH(CH₃)₃ ⁺、NH₂(CH₃)₂ ⁺Or N (C₂H₅)₄ ⁺。

Z^E1Preferably F^-、Cl^-、Br^-、I^-、OH^-、R^E4SO₃ ^-Or R^E4COO^-。

R^E3The substituent group that can have can be enumerated shown in alkyl, naphthenic base, aryl, monovalence heterocycle and formula (ES-3) Group.External quantum efficiency for the light-emitting component of the present invention is excellent, R^E3It is preferred that with group conduct shown in formula (ES-3) Substituent group.

Group shown in formula (ES-1) is for example, group shown in following formula.

[in formula, M⁺Indicate Li⁺、Na⁺、K⁺、Cs⁺、N(CH₃)₄ ⁺、NH(CH₃)₃ ⁺、NH₂(CH₃)₂ ⁺Or N (C₂H₅)₄ ⁺。]

[in formula,

NE2 indicates 1 or more integer.

Ar^E2Indicate that aromatic hydrocarbyl or heterocycle, these groups there can be R^E2Substituent group in addition.

R^E2Group shown in expression (ES-2).In R^E2In the case of multiple, they can it is identical can not also Together.]

-(R^E6)_cE2-(Q^E2)_nE6-Y^E2(M^E3)_bE2(Z^E2)_aE2 (ES-2)

[in formula,

CE2 indicates that 0 or 1, nE6 indicate that 0 or more integer, bE2 indicate that 1 or more integer, aE2 indicate 0 or more integer.

R^E6Indicate that arlydene or divalent heterocycle, these groups there can be substituent group.

Q^E2Indicate that alkylidene, arlydene, oxygen atom or sulphur atom, these groups there can be substituent group.In Q^E2There are more In the case of a, they can be the same or different.

Y^E2Indicate carbonium ion, ammonium cation, phosphinylidyne cation or sulfonyl cation.

M^E3Indicate F^-、Cl^-、Br^-、I^-、OH^-、R^E7SO₃ ^-、R^E7COO^-、ClO^-、ClO₂ ^-、ClO₃ ^-、ClO₄ ^-、SCN^-、CN^-、 N0₃ ^-、5O₄ ^2-、HSO₄ ^-、PO₄ ^3-、HPO₄ ^2-、H₂PO₄ ^-, tetraphenylborate, BF₄ ^-Or PF₆ ^-。R^E7Indicate alkyl, perfluoroalkyl or Aryl, these groups can have substituent group.In M^E3In the case of multiple, they can be the same or different.

Z^E2Indicate that metal ion or ammonium ion, the ammonium ion there can be substituent group.In Z^E2In the case of multiple, They can be the same or different.

AE2 and bE2 is according to making the charge of group shown in formula (ES-2) be 0 to be selected.]

NE2 is preferably 1~4 integer, and more preferably 1 or 2.

Ar^E2Shown in aromatic hydrocarbyl or heterocycle preferably from Isosorbide-5-Nitrae-phenylene, 1,3- phenylenes, 1,2- phenylenes, 2,6- naphthalene-diyls, Isosorbide-5-Nitrae-naphthalene-diyl, 2,7- fluorenes diyl, 3,6- fluorenes diyl, 2,7- phenanthrene diyl or 2,7- carbazole diyls remove and structure Remaining atomic group after hydrogen atom nE2 of the atom Direct Bonding of cyclization, can have R^E2Substituent group in addition.

Ar^E2The R that can have^E2Substituent group in addition and Ar^E1The R that can have^E1Substituent group in addition is same.

CE2 is preferably 0 or 1, and nE6 is preferably 0~6 integer.

R^E6Preferably arlydene.

Q^E2Preferably alkylidene, arlydene or oxygen atom.

Y^E2Preferably carbonium ion or ammonium cation.

M^E3Preferably F^-、Cl^-、Br^-、I^-, tetraphenylborate, CF₃SO₃ ^-Or CH₃COO^-。

Z^E2Preferably Li⁺、Na⁺、K⁺、Cs⁺、N(CH₃)₄ ⁺、NH(CH₃)₃ ⁺、NH₂(CH₃)₂ ⁺Or N (C₂H₅)₄ ⁺。

R^E6The substituent group that can have can be enumerated shown in alkyl, naphthenic base, aryl, monovalence heterocycle and formula (ES-3) Group.External quantum efficiency for the light-emitting component of the present invention is excellent, R^E6It is preferred that with group conduct shown in formula (ES-3) Substituent group.

Group shown in formula (ES-2) is for example, group shown in following formula.

[in formula, X^-Indicate F^-、Cl^-、Br^-、I^-, tetraphenylborate, CF₃SO₃ ^-Or CH₃COO^-。]

Structural unit shown in formula (ET-1) and formula (ET-2) is for example, following formula (ET-31)~formula (ET-34) Shown in structural unit.

The material of the material of hole transmission layer, the material of electron transfer layer and luminescent layer in the making of light-emitting component, In the case of being dissolved in the solvent used in the formation of the layer adjacent with hole transmission layer, electron transfer layer and luminescent layer respectively, In order to avoid the material is dissolved in the solvent, preferably the material has crosslinking group.After each layer being formed using the material with crosslinking group, By make the crosslinking group be crosslinked, can make this layer it is insoluble.

In the light-emitting component of the present invention, as luminescent layer, hole transmission layer, electron transfer layer, hole injection layer, electronics The forming method of each layer such as implanted layer, using low molecular compound, for example,：Utilize the vacuum of powder Vapour deposition method, the method based on the film forming using solution or molten condition, using high-molecular compound, such as can be with It enumerates based on the method using solution or the film forming of molten condition.

Sequence, quantity and the thickness of the layer of stacking consider that external quantum efficiency and brightness service life are adjusted.

[substrate/electrode]

As long as the substrate in light-emitting component can form electrode and the base chemically changed does not occur when forming organic layer Plate, such as include the substrate of the materials such as glass, plastics, silicon.Using opaque substrate, preferably away from substrate The electrode of farthest is transparent or semitransparent.

The material of anode is for example, the metal oxide of electric conductivity, translucent metal, preferably indium oxide, oxygen Change zinc, tin oxide；The conductive compounds such as indium tin oxide (ITO), indium-zinc oxide；The complex (APC) of silver and palladium and copper； NESA, gold, platinum, silver, copper.

The material of cathode is for example, the metals such as lithium, sodium, potassium, rubidium, caesium, beryllium, magnesium, calcium, strontium, barium, aluminium, zinc, indium；This Alloy of more than two kinds among a little；Among these a kind or more with a kind or more of conjunction among silver, copper, manganese, titanium, cobalt, nickel, tungsten, tin Gold；And graphite and compound between graphite layers.Alloy is for example, magnesium-silver alloy, magnesium-indium alloy, magnesium-aluminum alloy, indium- Silver alloy, lithium-aluminium alloy, lithium-magnesium alloy, lithium-indium alloy, calcium-aluminium alloy.

Anode and cathode can be respectively 2 layers or more of stepped construction.

[purposes]

In order to use light-emitting component to obtain shining for planar, configured in a manner of the anode of planar and cathode overlapping. In order to obtain pattern-like shine, have the light-emitting component of planar surface setting equipped with pattern-like window mask method, Make to be intended to be formed extremely thick as the layer of non-light emitting portion and essentially become non-luminous method, anode or the moon are formed with pattern-like The method of pole or both electrodes.Pattern is formed using the either method in these, can independently be switched (ON/ OFF mode) configures several electrodes, and this makes it possible to obtain the display devices for the sectional type that can show number, word etc..For shape At dot matrix display device, by anode and cathode by be collectively formed strip and it is orthogonal in a manner of configured.By applying respectively The method of the different high-molecular compound of a variety of illuminant colour of cloth, using the method for colour filter or fluorescence converting filter, can Carry out partial colour show, multicolor displaying.Dot matrix display device can also carry out passive drive, can also be combined with TFT etc. into Row active matrix driving.These display devices can be used for the display of computer, TV, portable terminal etc..The light-emitting component of planar It can be suitably used as the flat light source of the backlight of liquid crystal display device or the illumination light source of planar.If using soft The substrate of property, then be also used as curved light source and display device.

Embodiment

Hereinafter, the present invention is described in more detail by embodiment, the present invention is not limited to these Examples.

In embodiment, the weight of the number-average molecular weight (Mn) and polystyrene conversion of the polystyrene conversion of high-molecular compound Average molecular weight (Mw) passes through size exclusion chromatography (SEC) (Shimadzu Seisakusho Ltd.'s system, trade name：LC-10Avp it) finds out.It needs Bright, the determination condition of SEC is as described below.

[determination condition]

The high-molecular compound being measured is dissolved in THF with the concentration of about 0.05 weight %, 10 μ L are injected into SEC. Using THF as the mobile phase of SEC, circulated with 2.0mL/ minutes flows.As column, PLgel MIXED-B are used (Polymer Laboratories corporations).Detector uses UV-VIS detectors (Shimadzu Seisakusho Ltd.'s system, trade name：SPD- 10Avp)。

LC Mass (LC-MS) is carried out using following methods.

Sample will be measured, chloroform or THF are dissolved in the concentration of about 2mg/mL, in LC-MS (Agilent Technologies system, trade name： About 1 μ L are injected in 1100LCMSD).The mobile phase of LC-MS used while changing the ratio of acetonitrile and tetrahydrofuran acetonitrile and Tetrahydrofuran was circulated with 0.2mL/ minutes flows.Column using 2 ODS of L-column (3 μm), (grind by chemical substance evaluation Study carefully mechanism system, internal diameter：2.1mm, length：3 μm of 100mm, grain size).

The measurement of NMR is carried out in following methods.

The measurement sample of 5~10mg is set to be dissolved in the heavy chloroform (CDCl of about 0.5mL₃), weight tetrahydrofuran, weight dimethyl sulfoxide, Deuterated acetone, weight toluene, weight methanol, weighs ethyl alcohol, weight 2- propyl alcohol or weight dichloromethane at weight n,N-Dimethylformamide, uses NMR Device (Agilent systems, trade name：INOVA300 or MERCURY400VX) it is measured.

The index of purity as compound uses the value of high performance liquid chromatography (HPLC) area percentage.As long as the value It does not record especially, is just set as high performance liquid chromatography (HPLC, Shimadzu Seisakusho Ltd.'s system, trade name：LC-20A in) at 254nm Value.At this point, the compound being measured is dissolved in THF or chloroform with the concentration of 0.01~0.2 weight %, in HPLC and concentration phase Inject 1~10 μ L with answering.The mobile phase of HPLC use acetonitrile and THF, with 1mL/ minutes flow velocitys acetonitrile/THF=100/0~ It circulates under the gradient analysis of 0/100 (volume ratio).Column uses Kaseisorb LC ODS 2000 (Tokyo chemical conversion industry system) Or the ODS columns with equal performance.Detector uses photodiode array detector (Shimadzu Seisakusho Ltd.'s system, trade name：SPD- M20A)。

In the present embodiment, the peak-peak wavelength of the luminous spectrum of phosphorescence luminance compound passes through spectrophotometer (Japan Light splitting Co. Ltd. system, FP-6500) it is measured in room temperature.Using by phosphorescence luminance compound with about 0.8 × 10^-4Weight The concentration of amount % is dissolved in the xylene solution of dimethylbenzene as sample.Exciting light uses the UV light of wavelength 325nm.

In the present embodiment, by photoelectron yield spectral device in air, (reason grinds meter to the HOMO of phosphorescence luminance compound Measuring appratus Co. Ltd. system, AC-II) it is measured at room temperature.Using by phosphorescence luminance compound with about 2.0 weight %'s The xylene solution that concentration is dissolved in dimethylbenzene is used as sample by the film that spin-coating method forms a film out on a quartz substrate.

<Measure example 1>The luminous spectrum of FIrpiq and the measurement of HOMO

FIrpic is bought from Aldrich.

The peak-peak wavelength of the luminous spectrum of FIrpiq is 470nm.In addition, the HOMO of FIrpic is 5.87eV.

<Synthesis example 1>The synthesis of phosphorescence luminance compound G1

Phosphorescence luminance compound G1 is synthesized according to the method described in Japanese Unexamined Patent Publication 2013-147551 bulletins.

The peak-peak wavelength of the luminous spectrum of phosphorescence luminance compound G1 is 450nm.In addition, phosphorescence luminance compound The HOMO of G1 is 5.27eV.

<Synthesis example 2>The synthesis of phosphorescence luminance compound G2

Phosphorescence luminance compound G2 is synthesized according to the method described in Japanese Unexamined Patent Publication 2013-147551 bulletins.

The peak-peak wavelength of the luminous spectrum of phosphorescence luminance compound G2 is 475nm.In addition, phosphorescence luminance compound The HOMO of G2 is 5.24eV.

<Synthesis example 3>The synthesis of phosphorescence luminance compound G3 and G4

Phosphorescence luminance compound G3 is synthesized according to the method described in International Publication No. 2006/121811.

Phosphorescence luminance compound G4 is according to International Publication No. 2006/121811 and Japanese Unexamined Patent Publication 2013-048190 Method described in bulletin is synthesized.

The peak-peak wavelength of the luminous spectrum of phosphorescence luminance compound G3 is 469nm.In addition, phosphorescence luminance compound The HOMO of G3 is 4.89eV.

The peak-peak wavelength of the luminous spectrum of phosphorescence luminance compound G4 is 471nm.In addition, phosphorescence luminance compound The HOMO of G4 is 5.03eV.

<Synthesis example 4>The synthesis of monomer CM1~CM9

Monomer CM1 is synthesized according to the method described in Japanese Unexamined Patent Publication 2010-189630 bulletins.

Monomer CM2 is synthesized according to the method described in Japanese Unexamined Patent Publication 2008-106241 bulletins.

Monomer CM3 is synthesized according to the method described in Japanese Unexamined Patent Publication 2010-215886 bulletins.

Monomer CM4 is synthesized according to the method described in Japanese Unexamined Patent Application Publication 2002-539292 bulletins.

Monomer CM5 is synthesized according to the method described in Japanese Unexamined Patent Publication 2012-33845 bulletins.

Monomer CM6 is synthesized according to the method described in Japanese Unexamined Patent Publication 2012-33845 bulletins.

Monomer CM7 is synthesized according to the method described in International Publication No. 2005/049546.

Monomer CM8 is synthesized according to the method described in International Publication No. 2013/146806.

Monomer CM9 is synthesized according to the synthetic method described in International Publication No. 2009/131255.

<Synthesis example 5>The synthesis of monomer CM10

The synthesis of (synthesis example 5-1) compound Ma4

(synthesis of compound Ma3)

It will be provided with that after the gas in the flask of blender replaced with nitrogen, compound Ma2 (64.6g) and tetrahydrofuran is added (615ml), is cooled to -70 DEG C.Thereto after 1 hour used time dropwise addition lithium hexane solution (1.6M, 218ml), at -70 DEG C Stirring 2 hours.Divide thereto after compound Mal (42.1g) is added several times, is stirred 2 hours at -70 DEG C.Used time 1 hour thereto After methanol (40ml) is added dropwise, it is warming up to room temperature.Later, it is concentrated under reduced pressure and is distilled solvent, toluene and water is added.Later, it detaches Water layer further washs obtained organic layer with water.Obtained organic layer is concentrated under reduced pressure, it will be acquired Residue using silicagel column (mixed solvent of hexane and ethyl acetate) purify, thus obtain the compound as colorless oil Ma3 71g.The HPLC area percentage values (UV254nm) of obtained compound Ma3 are 97.5%.The operation is repeated, Thus the aequum of compound Ma3 is obtained.

¹H-NMR(CDCl₃, 300MHz) and δ (ppm)：2.43 (1H, s), 3.07-3.13 (4H, m), 6.95 (1H, d), 7.07 (1H.s), 7.18-7.28 (3H, m), 7.28-7.40 (4H, m), 7.66 (2H, s)

(synthesis of compound Ma4)

It will be provided with that after the gas in the flask of blender replaced with nitrogen, compound Ma3 (72.3g), toluene is added (723ml) and triethylsilane (118.0g), is warming up to 70 DEG C.Thereto after 1.5 hours used times dropwise addition methanesulfonic acid (97.7g), It is stirred 0.5 hour at 70 DEG C.Later, it is cooled to room temperature, after toluene (1L) and water (1L) is added, detaches water layer.It will be obtained Organic layer is washed with water, 5 weight % sodium bicarbonate aqueous solutions, water successively.Obtained organic layer is concentrated under reduced pressure, So that obtained crude product is carried out crystallization in the mixed solution of toluene and ethyl alcohol, thus obtains the compound as white solid Ma4 51.8g.The HPLC area percentage values (UV254nm) of obtained compound Ma4 are 99.5% or more.This is repeated Operation, thus obtains the aequum of compound Ma4.

¹H-NMR(CDCl₃, 300MHz) and δ (ppm)：3.03-3.14 (4H, m), 4.99 (1H, s), 6.68 (1H, s), 6.92- 7.01 (2H, m), 7.20-7.28 (2H, m), 7.29-7.38 (4H, m), 7.78 (2H, d)

The synthesis of (synthesis example 5-2) compound Mb7

(synthesis of compound Mb3)

It will be provided with that after the gas in the flask of blender replaced with nitrogen, compound Mb1 (185.0g), compound is added Mb2 (121.1g), cupric iodide (I) (CuI, 3.2g), dichloromethane (185ml) and triethylamine (2.59L) are warming up to reflux temperature Degree.Later, it stirs 0.5 hour, is cooled to room temperature in reflux temperature.After dichloromethane (1.85L) is added thereto, laying is utilized Diatomaceous filter is filtered.After 10 weight % sodium bicarbonate aqueous solutions are added in obtained filtrate, water layer is detached. Obtained organic layer is washed twice with water, after being washed with saturated sodium-chloride water solution, magnesium sulfate is added.It will be acquired Mixture filtering, obtained filtrate is concentrated under reduced pressure.Obtained residue is used into silicagel column (chloroform and acetic acid second The mixed solvent of ester) it is purified, thus obtain crude product.After so that obtained crude product is dissolved in ethyl alcohol (1.4L), it is added and lives Property charcoal (5g), is filtered.Obtained filtrate is concentrated under reduced pressure, obtained residue is made to carry out crystallization in hexane, by This obtains the compound Mb3 99.0g as white solid.The HPLC area percentage values of obtained compound Mb3 (UV254nm) it is 99.5% or more.The operation is repeated, thus obtains the aequum of compound Mb3.

¹H-NMR(DMSO-d₆, 300MHz) and δ (ppm)：1.52-1.55 (8H, m), 2.42 (4H, t), 3.38-3.44 (4H, M), 4.39-4.43 (2H, m), 7.31 (4H, s)

(synthesis of compound Mb4)

It will be provided with that after the gas in the flask of blender replaced with nitrogen, compound Mb3 (110.0g), ethyl alcohol is added (1.65L) and palladium/carbon (Pd weight 10%) (11.0g), are warming up to 30 DEG C.Later, the gas in flask is replaced with hydrogen.It Afterwards, hydrogen is supplied into flask on one side, is stirred 3 hours at 30 DEG C on one side.Later, the gas in flask is replaced with nitrogen.It crosses Obtained mixture is filtered, obtained filtrate is concentrated under reduced pressure.Obtained residue is used into silicagel column (chloroform and second The mixed solvent of acetoacetic ester) it is purified, thus obtain crude product.Obtained crude product is set to carry out crystallization in hexane, by This obtains the compound Mb4 93.4g as white solid.The HPLC area percentage values of obtained compound Mb4 (UV254nm) it is 98.3%.

¹H-NMR(CDCl₃, 300MHz) and δ (ppm)：1.30-1.40 (8H, m), 1.55-1.65 (8H, m), 2.58 (4H, t), 3.64 (4H, t), 7.09 (4H, s)

¹³C-NMR(CDCl₃, 75MHz) and δ (ppm)：25.53,28.99,31.39,32.62,35.37,62.90,128.18, 139.85.

(synthesis of compound Mb5)

It will be provided with that after the gas in the flask of blender replaced with nitrogen, compound Mb4 (61.0g), pyridine is added (0.9g) and toluene (732ml), is warming up to 60 DEG C.Thereto after 1.5 hours used times dropwise addition thionyl chloride (91.4g), at 60 DEG C Stirring 5 hours.After obtained mixture is cooled to room temperature, it is concentrated under reduced pressure.Obtained residue is used into silicagel column (mixed solvent of hexane and ethyl acetate) is purified, and the compound Mb5 64.3g as colorless oil are thus obtained.Institute The HPLC area percentage values (UV254nm) of obtained compound Mb5 are 97.2%.

¹H-NMR(CDCl₃, 300MHz) and δ (ppm)：1.35-1.40 (4H, m), 1.41-1.50 (4H, m), 1.60-1.68 (4H, m), 1.75-1.82 (4H, m), 2.60 (4H, t), 3.55 (4H, t), 7.11 (4H, s)

(synthesis of compound Mb6)

It will be provided with that after the gas in the flask of blender replaced with nitrogen, compound Mb5 (42.0g), iron powder is added (1.7g), iodine (0.3g) and dichloromethane (800ml).Later, by flask entirety shading, it is cooled to 0~5 DEG C.Used time 1 thereto After the mixed liquor of bromine (44.7g) and dichloromethane (200ml) is added dropwise in hour, it is stirred overnight at 0~5 DEG C.By obtained mixing After liquid is added into the water (1.2L) for be cooled to 0~5 DEG C, organic layer is detached.Obtained organic layer is thio with 10 weight % Aqueous sodium persulfate solution is washed, and is further washed successively with saturated sodium-chloride water solution, water.In obtained organic layer It after middle addition sodium sulphate, is filtered, obtained filtrate is concentrated under reduced pressure.Obtained residue is used into silicagel column (hexane) is purified, and crude product is thus obtained.So that obtained crude product is carried out crystallization in hexane, thus obtains as white The compound Mb6 47.0g of color solid.The HPLC area percentage values (UV254nm) of obtained compound Mb6 are 98.3%.

¹H-NMR(CDCl₃, 300MHz) and δ (ppm)：1.38-1.45 (4H, m), 1.47-1.55 (4H, m), 1.57-1.67 (4H, m), 1.77-1.84 (4H, m), 2.66 (4H, t), 3.55 (4H, t), 7.36 (2H, s)

(synthesis of compound Mb7)

It will be provided with that after the gas in the flask of blender replaced with nitrogen, sodium iodide (152.1g) and acetone is added (600ml) is stirred at room temperature 0.5 hour.After Mb6 (40.0g) is added thereto, it is warming up to reflux temperature, is stirred in reflux temperature It mixes 24 hours.Later, it is cooled to room temperature, obtained mixed liquor is added into water (1.2L).By the solid filtering point of precipitation From rear, washed with water, thus obtain crude product.Obtained crude product is set to be analysed in the mixed liquor of toluene and methanol Thus crystalline substance obtains the compound Mb7 46.0g as white solid.The HPLC area percentage values of obtained compound Mb7 (UV254nm) it is 99.4%.The operation is repeated, thus obtains the aequum of compound Mb7.

¹H-NMR(CDCl₃, 300MHz) and δ (ppm)：1.35-1.50 (8H, m), 1.57-1.65 (4H, m), 1.80-1.89 (4H, m), 2.65 (4H, t), 3.20 (4H, t), 7.36 (2H, s)

The synthesis of (synthesis example 5-3) monomer CM10

(synthesis of compound Mb8)

It will be provided with after the gas in the flask of blender replaced with nitrogen, sodium hydride being added and (60 weight %, is dispersed in liquid In paraffin) (9.4g), tetrahydrofuran (110ml) and compound Mb7 (63.2g).Divide thereto and compound Ma4 is added several times After (55.0g), stir 12 hours.After toluene (440ml) and water (220ml) is added thereto, water layer is detached.Have obtained After machine layer is washed with water, magnesium sulfate is added.Obtained mixed liquor is filtered, obtained filtrate depressurize dense Contracting, thus obtains crude product.Obtained crude product is purified using silicagel column (mixed solvent of hexane and toluene).It Afterwards, crystallization is carried out in heptane, thus obtains the compound Mb8 84.1g as white solid.Obtained compound Mb8's HPLC area percentage values (UV254nm) are 99.5% or more.

¹H-NMR(CDCl₃, 300MHz) and δ (ppm)：0.70-0.76 (4H, m), 1.10-1.21 (8H, m), 1.32-1.44 (4H, m), 2.39-2.58 (8H, m), 3.00-3.12 (8H, m), 6.82-6.94 (4H, m), 7.00-7.05 (2H, m), 7.17- 7.28 (10H, m), 7.30-7.38 (4H, m), 7.71-7.77 (4H, m)

(synthesis of monomer CM10)

It will be provided with after the gas in the flask of blender replaced with nitrogen, be added that compound Mb8 (84.0g), [1,1 '-is bis- (diphenyl phosphine) ferrocene] palladium chloride (II) dichloromethane adduct (PdCl₂(dppf)·CH₂Cl₂, 2.2g), it is bis- (frequency which Alcohol closes) two boron (68.3g), potassium acetate (52.8g) and cyclopentyl methyl ether (840ml), after being warming up to reflux temperature, in reflux temperature Stirring 5 hours.Later, it is cooled to room temperature, after toluene (500ml) and water (300ml) is added, detaches water layer.Have obtained After machine layer is washed with water, activated carbon (18.5g) is added.Obtained mixed liquor is filtered, obtained filtrate is carried out It is concentrated under reduced pressure, thus obtains crude product.Obtained crude product is carried out using silicagel column (mixed solvent of hexane and toluene) Purifying.Later, the crystallization operation in the mixed liquor of toluene and acetonitrile is repeated, thus obtains the monomer as white solid CM1045.8g.The HPLC area percentage values (UV254nm) of obtained monomer CM10 are 99.4%.

¹H-NMR(CDCl₃, 300MHz) and δ (ppm)：0.70-0.76 (4H, m), 1.24-1.40 (36H, m), 2.39-2.48 (4H, m), 2.66-2.75 (4H, m), 3.00-3.10 (8H, m), 6.76-6.90 (4H, m), 7.00-7.05 (2H, m), 7.19- 7.30 (8H, m), 7.30-7.36 (4H, m), 7.43 (2H, s), 7.72 (4H, d)

<Synthesis example 6>The synthesis of high-molecular compound P1

After (process 1) will be set as inert gas atmosphere in reaction vessel, monomer CM1 (0.9950g), monomer CM2 is added (0.1064g), monomer CM3 (0.0924g), monomer CM4 (0.7364g), bis- [three (2- methoxyphenyls) phosphines] palladium chlorides (1.8mg) and toluene (47ml), is heated to 105 DEG C.

20 weight % tetraethyl ammonium hydroxides aqueous solutions (6.6ml) are added dropwise in (process 2) in reaction solution, flow back 5.5 hours.

After (process 3), phenyl boric acid (24.4mg), 20 weight % tetraethyl ammonium hydroxide aqueous solutions are added thereto (6.6ml) and bis- [three (2- methoxyphenyls) phosphines] palladium chlorides (1.8mg) flow back 14 hours.

After (process 4), sodium diethyldithiocarbamate aqueous solution is added thereto, is stirred 2 hours at 80 DEG C.It is cold But after, reaction solution is washed twice with water, is washed twice, is washed twice with water with 3 weight % acetic acid aqueous solutions, it will be obtained Solution is added dropwise in methanol, as a result generates precipitation.So that sediment is dissolved in toluene, pass sequentially through alumina column, silicagel column thus into Row purifying.Obtained solution is added dropwise in methanol, after being stirred, thus the obtained sediment of leaching is dried Obtain high-molecular compound P1 0.91g.The Mn of high-molecular compound P1 is 5.2 × 10⁴, Mw is 2.5 × 10⁵。

In terms of the theoretical value that the amount by input raw material is found out, high-molecular compound P1 is the structure list derived from monomer CM1 Member, the structural unit derived from monomer CM2, the structural unit derived from monomer CM3 and the structural unit derived from monomer CM4 with Copolymer made of 50: 5: 5: 40 molar ratio is constituted.

<Synthesis example 7>The synthesis of high-molecular compound P2

After (process 1) will be set as inert gas atmosphere in reaction vessel, monomer CM5 (0.55g), monomer CM6 is added (0.61g), triphenylphosphine palladium (0.01g), methyl tricapryl ammonium chloride (Aldrich systems, trade name Aliquat336 (registrars Mark)) (0.20g) and toluene (10mL), it is heated to 105 DEG C.

2M aqueous sodium carbonates (6mL) are added dropwise in (process 2) in reaction solution, flow back 8 hours.

After (process 3), 4- tert-butylbenzeneboronic acids (0.01g) are added thereto, flow back 6 hours.

After (process 4), sodium diethyldithiocarbamate aqueous solution (10mL, concentration are added thereto：0.05g/ ML), stir 2 hours.Obtained reaction solution is added in methanol (300mL), is stirred 1 hour.Later, the heavy of precipitation is filtered It forms sediment, be dried under reduced pressure within 2 hours, be dissolved in tetrahydrofuran (20mL).Obtained solution is added dropwise to methanol (120mL) and 3 The in the mixed solvent of weight % acetic acid aqueous solutions (50mL) stirs 1 hour.Later, the precipitation for filtering precipitation is allowed to be dissolved in tetrahydrochysene Furans (20mL).

Obtained solution is added dropwise in methanol (200mL) by (process 5), is stirred 30 minutes.Later, the heavy of precipitation is filtered It forms sediment.After so that obtained solid is dissolved in tetrahydrofuran, alumina column is passed sequentially through, thus silicagel column is purified.It will be acquired Solution be added dropwise in methanol, after being stirred, filter the precipitation of precipitation.So that obtained solid is dried, thus obtains high score Sub- compound P2 520mg.The Mn of high-molecular compound P2 is 5.2 × 10⁴, Mw is 1.5 × 10⁵。

In terms of the theoretical value that the amount by input raw material is found out, high-molecular compound P2 is the structure list derived from monomer CM5 Copolymer made of member and the structural unit derived from monomer CM6 are constituted with 50: 50 molar ratio.

<Synthesis example 8>The synthesis of high-molecular compound P3

After reaction vessel is added in high-molecular compound P2 (200mg), nitrogen atmosphere will be set as in reaction vessel.Later, Tetrahydrofuran (20mL) and ethyl alcohol (20mL) are added thereto, is warming up to 55 DEG C.Later, being added thereto makes cesium hydroxide (200mg) is dissolved in the cesium hydroxide aqueous solution of water (2mL), is stirred 6 hours at 55 DEG C.Obtained reaction mixture is cooled to After room temperature, solvent is fallen in vacuum distillation.It after obtained solid is washed with water, is dried under reduced pressure, thus obtains high score Sub- compound P3 (150mg).According to high-molecular compound P3's¹H-NMR is analyzed, and confirms the ethyl in high-molecular compound P2 The blackout of esteratic site, reaction terminate.

By high-molecular compound P2 in terms of the theoretical value that the amount by input raw material is found out, high-molecular compound P3 is under The copolymer that structural unit shown in stating is constituted.

<Synthesis example 9>The synthesis of high-molecular compound P4

(process 1) in the synthesis of high-molecular compound P1 is set as " after being set as inert gas atmosphere in reaction vessel, Monomer CM10 (0.923g), monomer CM8 (0.0496g), monomer CM7 (0.917g), bis- (three o-methoxyphenyl phosphines) two is added Palladium bichloride (1.76mg) and toluene (34mL), are heated to 105 DEG C ", in addition to this in the same manner as the synthesis of high-molecular compound P1 It carries out, thus obtains high-molecular compound P4 1.23g.The Mn of high-molecular compound P4 is 2.3 × 10⁴, Mw is 1.2 × 10⁵。

In terms of the theoretical value that the amount by input raw material is found out, high-molecular compound P4 is the structure list derived from monomer CM10 Made of member, structural unit, the structural unit derived from monomer CM7 derived from monomer CM8 are constituted with 45: 5: 50 molar ratio Copolymer.

<Synthesis example 10>The synthesis of high-molecular compound P5

(process 1) in the synthesis of high-molecular compound P1 is changed to following (process 1-1), (process 2) is changed to (process 3) is changed to following (process 3-1), passes through the synthesis with high-molecular compound P1 in addition to this by following (process 2-1) Same method has obtained high-molecular compound P53.00g.

After (process 1-1) will be set as inert gas atmosphere in reaction vessel, monomer CM1 (1.74g), monomer CM7 is added (3.19g), bis- (triphenylphosphine) palladium chlorides (2.5mg) and toluene (40mL), are heated to 80 DEG C.

20 weight % tetraethyl ammonium hydroxides aqueous solutions (12mL) are added dropwise in (process 2-1) in reaction solution, flow back 8 hours.

After (process 3-1) reaction, phenyl boric acid (0.427g) and bis- (triphenylphosphine) palladium chlorides are added thereto (2.5mg) flows back 17 hours.

The Mn of high-molecular compound P5 is 4.5 × 10⁴, Mw is 1.5 × 10⁵。

In terms of the theoretical value that the amount by input raw material is found out, high-molecular compound P5 is the structure list derived from monomer CM1 Copolymer made of member and the structural unit derived from monomer CM7 are constituted with 50: 50 molar ratio.

<Synthesis example 11>The synthesis of high-molecular compound P6

High-molecular compound P6 is using monomer CM1, monomer CM4 and monomer CM9 according to International Publication No. WO2011/ Method described in No. 013795 is synthesized.

The Mn of high-molecular compound P6 is 4.8 × 10⁴, Mw is 1.0 × 10⁵。

In terms of the theoretical value that the amount by input raw material is found out, high-molecular compound P6 is the structure list derived from monomer CM1 Member, structural unit and the structural unit derived from monomer CM9 are constituted with 50: 30: 20 molar ratio derived from monomer CM4 Copolymer.

Compound DCzDBT and compound VNPB is bought from Luminescence Technology Corp companies respectively.

<Embodiment 1>The making and evaluation of light-emitting component 1

(formation of anode and hole injection layer)

Ito film is assigned with the thickness of 45nm anode is consequently formed by sputtering method on the glass substrate.It will on the anode The AQ-1200 (Plextronics corporations) of hole injectant as polythiophene-sulfonic acid system is by spin-coating method with the thickness of 35nm Degree forms a film, and under air atmosphere, hole injection is consequently formed in the heating by carrying out 170 DEG C, 15 minutes on hot plate Layer.

(formation of hole transmission layer)

High-molecular compound P4 is set to be dissolved in dimethylbenzene with the concentration of 0.7 weight %.Using obtained xylene solution, Formed a film with the thickness of 20nm by spin-coating method on hole injection layer, in a nitrogen atmosphere on hot plate carry out 180 DEG C, Hole transmission layer is consequently formed in heating in 60 minutes.180 DEG C, heating in 60 minutes are carried out on hot plate, thus producing high-molecular Close the crosslinked that object P4 forms high-molecular compound P4.

(formation of luminescent layer)

Make compound DCzDBT, phosphorescence luminance compound G1 and phosphorescence luminance compound G3 (compound DCzDBT/ phosphorus The light luminance compound G1/ phosphorescence luminance compound G3=90 weight weight of %/5 %/5 weight %) with the dense of 2.0 weight % Degree is dissolved in toluene.Using obtained toluene solution, on hole transmission layer by spin-coating method with the thickness of 60nm carry out at Luminescent layer is consequently formed in film, in a nitrogen atmosphere, 130 DEG C of progress, heating in 10 minutes.

(formation of electron transfer layer)

High-molecular compound P3 is set to be dissolved in 2,2,3,3,4,4,5,5- octafluoro -1- amylalcohols with the concentration of 0.25 weight %.Make With obtained 2,2,3,3,4,4,5,5- octafluoro -1- amyl alcohol solutions, by spin-coating method with the thickness of 10nm on luminescent layer It forms a film, electron transfer layer is consequently formed in 130 DEG C of progress, heating in 10 minutes in a nitrogen atmosphere.

(formation of cathode)

The substrate for being formed with electron transfer layer is decompressed to 1.0 × 10 in evaporator^-4After Pa or less, as cathode, Sodium fluoride about 4nm is deposited on electron transfer layer, then the AM aluminum metallization about 80nm on sodium fluoride layer.After vapor deposition, glass is used Substrate is sealed, and thus makes light-emitting component 1.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 1 to shine.1000cd/m²In driving voltage be 5.4 [V], it is external Quantum efficiency is 4.4 [%], and chromaticity coordinate (x, y) is (0.18,0.38).

<Embodiment 2>The making and evaluation of light-emitting component 2

(formation of hole transmission layer) in embodiment 1 is changed to following (formation -2 of hole transmission layer), (will be shone The formation of layer) following (formation -2 of luminescent layer) are changed to, it carries out similarly to Example 1 in addition to this, has made luminous member Part 2.

(formation -2 of hole transmission layer)

High-molecular compound P4 is set to be dissolved in chlorobenzene with the concentration of 0.7 weight %.Using obtained chlorobenzene solution in hole It is formed a film with the thickness of 20nm by spin-coating method on implanted layer, carries out 180 DEG C, 60 points on hot plate in a nitrogen atmosphere Hole transmission layer is consequently formed in the heating of clock.180 DEG C, heating in 60 minutes are carried out on hot plate, thus high-molecular compound P4 forms the crosslinked of high-molecular compound P4.

(formation -2 of luminescent layer)

Make compound DCzDBT, FIrpic and phosphorescence luminance compound G3 (DCzDBT/FIrpic/ phosphorescence photisms Close the object G3=90 weight weight of %/5 %/5 weight %) chloroform is dissolved in the concentration of 0.5 weight %.It is molten using obtained chloroform Liquid is formed a film by spin-coating method with the thickness of 60nm on hole transmission layer, carries out 130 DEG C, 10 points in a nitrogen atmosphere Luminescent layer is consequently formed in the heating of clock.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 2 to shine.1000cd/m²In driving voltage be 7.8 [V], it is external Quantum efficiency is 6.0 [%], and chromaticity coordinate (x, y) is (0.18,0.38).

<Embodiment 3>The making and evaluation of light-emitting component 3

Using compound DCzDBT, phosphorescence luminance compound G2 and phosphorescence luminance compound G4, (DCzDBT/ phosphorescence is sent out The photosensitiveness compound G2/ phosphorescence luminance compound G4=90 weight weight of %/5 %/5 weight %) instead of the chemical combination in embodiment 2 Object DCzDBT, FIrpic and phosphorescence luminance compound G3 (DCzDBT/FIrpic/ phosphorescence luminance compounds G3=90 weights Measure the weight of %/5 %/5 weight %), it is performed in the same manner as in Example 2 in addition to this, has made light-emitting component 3.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 3 to shine.1000cd/m²In driving voltage be 4.3 [V], it is external Quantum efficiency is 3.5 [%], and chromaticity coordinate (x, y) is (0.18,0.37).

<Comparative example 1>The making and evaluation of light-emitting component C1

Using compound DCzDBT, phosphorescence luminance compound G3 and phosphorescence luminance compound G4, (DCzDBT/ phosphorescence is sent out The photosensitiveness compound G3/ phosphorescence luminance compound G4=90 weight weight of %/5 %/5 weight %) instead of the chemical combination in embodiment 2 Object DCzDBT, FIrpic and phosphorescence luminance compound G3 (DCzDBT/FIrpic/ phosphorescence luminance compounds G3=90 weights Measure the weight of %/5 %/5 weight %), it is performed in the same manner as in Example 2 in addition to this, has made light-emitting component C1.

(evaluation of light-emitting component)

EL is thus observed to light-emitting component C1 application voltages to shine.1000cd/m²In driving voltage be 4.9 [V], it is external Quantum efficiency is 1.6 [%], and chromaticity coordinate (x, y) is (0.19,0.39).

<Comparative example 2>The making and evaluation of light-emitting component C2

Using compound DCzDBT, phosphorescence luminance compound G1 and phosphorescence luminance compound G2, (DCzDBT/ phosphorescence is sent out The photosensitiveness compound G1/ phosphorescence luminance compound G2=90 weight weight of %/5 %/5 weight %) instead of the chemical combination in embodiment 2 Object DCzDBT, FIrpic and phosphorescence luminance compound G3 (DCzDBT/FIrpic/ phosphorescence luminance compounds G3=90 weights Measure the weight of %/5 %/5 weight %), it is performed in the same manner as in Example 2 in addition to this, has made light-emitting component C2.

(evaluation of light-emitting component)

EL is thus observed to light-emitting component C2 application voltages to shine.1000cd/m²In driving voltage be 4.6 [V], it is external Quantum efficiency is 1.9 [%], and chromaticity coordinate (x, y) is (0.15,0.25).

<Comparative example 3>The making and evaluation of light-emitting component C3

(formation of hole transmission layer) in embodiment 1 is changed to following (formation-C3 of hole transmission layer), it will (hair The formation of photosphere) following (formation-C3 of luminescent layer) are changed to, it carries out similarly to Example 1 in addition to this, has made and shone Element C3.

(formation-C3 of hole transmission layer)

High-molecular compound P5 is set to be dissolved in chlorobenzene with the concentration of 0.5 weight %.Using obtained chlorobenzene solution in sky Formed a film with the thickness of 20nm by spin-coating method on the implanted layer of cave, in a nitrogen atmosphere on hot plate carry out 180 DEG C, 60 Hole transmission layer is consequently formed in the heating of minute.

(formation-C3 of luminescent layer)

Make compound DCzDBT, phosphorescence luminance compound G1 and phosphorescence luminance compound G3 (compound DCzDBT/ phosphorus The light luminance compound G1/ phosphorescence luminance compound G3=90 weight weight of %/5 %/5 weight %) with the dense of 0.5 weight % Degree is dissolved in chloroform.Using obtained chloroformic solution, on hole transmission layer by spin-coating method with the thickness of 60nm carry out at Luminescent layer is consequently formed in film, in a nitrogen atmosphere 130 DEG C of progress, heating in 10 minutes.

(evaluation of light-emitting component)

EL is thus observed to light-emitting component C3 application voltages to shine.1000cd/m²In driving voltage be 4.6 [V], it is external Quantum efficiency is 1.0 [%], and chromaticity coordinate (x, y) is (0.18,0.37).

Table 12

<Embodiment 4>The making and evaluation of light-emitting component 4

(formation of hole transmission layer) in embodiment 1 is changed to following (formation -4 of hole transmission layer), (will be shone The formation of layer) following (formation -4 of luminescent layer) are changed to, it carries out similarly to Example 1 in addition to this, has made luminous member Part 4.

(formation -4 of hole transmission layer)

Compound VNPB is set to be dissolved in chlorobenzene with the concentration of 0.7 weight %.It is injected in hole using obtained chlorobenzene solution It is formed a film with the thickness of 20nm by spin-coating method on layer, carries out 180 DEG C, 60 minutes on hot plate in a nitrogen atmosphere Hole transmission layer is consequently formed in heating.180 DEG C, heating in 60 minutes are carried out on hot plate, thus compound VNPB formationization Close the crosslinked of object VNPB.

(formation -4 of luminescent layer)

Make compound DCzDBT, FIrpic and phosphorescence luminance compound G1 (DCzDBT/FIrpic/ phosphorescence photisms Close the object G1=90 weight weight of %/5 %/5 weight %) chloroform is dissolved in the concentration of 0.5 weight %.It is molten using obtained chloroform Liquid is formed a film by spin-coating method with the thickness of 60nm on hole transmission layer, carries out 130 DEG C, 10 points in a nitrogen atmosphere Luminescent layer is consequently formed in the heating of clock.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 4 to shine.1000cd/m²In driving voltage be 7.4 [V], it is external Quantum efficiency is 11.0 [%], and chromaticity coordinate (x, y) is (0.15,0.33).

<Embodiment 5>The making and evaluation of light-emitting component 5

Use compound DCzDBT, FIrpic and phosphorescence luminance compound G2 (DCzDBT/FIrpic/ phosphorescence photisms The compound G2=90 weight weight of %/5 %/5 weight %) replace compound DCzDBT, FIrpic in embodiment 4 and phosphorescence hair Photosensitiveness compound G1 (the DCzDBT/FIrpic/ phosphorescence luminance compound G1=90 weight weight of %/5 %/5 weight %) removes this It carries out similarly to Example 4 in addition, has made light-emitting component 5.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 5 to shine.1000cd/m²In driving voltage be 7.7 [V], it is external Quantum efficiency is 9.6 [%], and chromaticity coordinate (x, y) is (0.15,0.32).

<Embodiment 6>The making and evaluation of light-emitting component 6

(formation of hole transmission layer) in embodiment 1 is changed to following (formation -6 of hole transmission layer), (will be shone The formation of layer) following (formation -6 of luminescent layer) are changed to, it carries out similarly to Example 1 in addition to this, has made luminous member Part 6.

(formation -6 of hole transmission layer)

Compound VNPB is set to be dissolved in chlorobenzene with the concentration of 0.8 weight %.It is injected in hole using obtained chlorobenzene solution It is formed a film with the thickness of 20nm by spin-coating method on layer, carries out 180 DEG C, 60 minutes on hot plate in a nitrogen atmosphere Hole transmission layer is consequently formed in heating.180 DEG C, heating in 60 minutes are carried out on hot plate, thus compound VNPB formationization Close the crosslinked of object VNPB.

(formation -6 of luminescent layer)

Make compound DCzDBT, FIrpic and phosphorescence luminance compound G2 (DCzDBT/FIrpic/ phosphorescence photisms Close the object G2=70 weight weight of %/15 %/15 weight %) chlorobenzene is dissolved in the concentration of 2.0 weight %.Use obtained chlorobenzene Solution is formed a film by spin-coating method with the thickness of 60nm on hole transmission layer, in a nitrogen atmosphere 130 DEG C of progress, 10 Luminescent layer is consequently formed in the heating of minute.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 6 to shine.1000cd/m²In driving voltage be 7.3 [V], it is external Quantum efficiency is 13.2 [%], and chromaticity coordinate (x, y) is (0.15,0.35).

<Embodiment 7>The making and evaluation of light-emitting component 7

(formation -6 of luminescent layer) in embodiment 6 is changed to following (formation -7 of luminescent layer), in addition to this with reality It applies example 6 to be carried out similarly, has made light-emitting component 7.

(formation -7 of luminescent layer)

Making compound DCzDBT, phosphorescence luminance compound G1 and phosphorescence luminance compound G3, (DCzDBT/ phosphorescence shines The property compound G1/ phosphorescence luminance compound G3=90 weight weight of %/5 %/5 weight %) it is dissolved in the concentration of 2.0 weight % Toluene.Using obtained toluene solution, formed a film with the thickness of 60nm by spin-coating method on hole transmission layer, in nitrogen Luminescent layer is consequently formed in 130 DEG C of progress, heating in 10 minutes under gas atmosphere.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 7 to shine.1000cd/m²In driving voltage be 5.4 [V], it is external Quantum efficiency is 5.2 [%], and chromaticity coordinate (x, y) is (0.19,0.40).

<Embodiment 8>The making and evaluation of light-emitting component 8

Using compound DCzDBT, phosphorescence luminance compound G2 and phosphorescence luminance compound G3, (DCzDBT/ phosphorescence is sent out The photosensitiveness compound G2/ phosphorescence luminance compound G3=90 weight weight of %/5 %/5 weight %) instead of the chemical combination in embodiment 4 Object DCzDBT, FIrpic and phosphorescence luminance compound G1 (DCzDBT/FIrpic/ phosphorescence luminance compounds G1=90 weights Measure the weight of %/5 %/5 weight %), it carries out similarly to Example 4 in addition to this, has made light-emitting component 8.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 8 to shine.1000cd/m²In driving voltage be 4.9 [V], it is external Quantum efficiency is 2.3 [%], and chromaticity coordinate (x, y) is (0.21,0.44).

<Embodiment 9>The making and evaluation of light-emitting component 9

Using compound DCzDBT, phosphorescence luminance compound G2 and phosphorescence luminance compound G4, (DCzDBT/ phosphorescence is sent out The photosensitiveness compound G2/ phosphorescence luminance compound G4=90 weight weight of %/5 %/5 weight %) instead of the chemical combination in embodiment 4 Object DCzDBT, FIrpic and phosphorescence luminance compound G1 (DCzDBT/FIrpic/ phosphorescence luminance compounds G1=90 weights Measure the weight of %/5 %/5 weight %), it carries out similarly to Example 4 in addition to this, has made light-emitting component 9.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 9 to shine.1000cd/m²In driving voltage be 4.4 [V], it is external Quantum efficiency is 2.8 [%], and chromaticity coordinate (x, y) is (0.18,0.39).

<Comparative example 4>The making and evaluation of light-emitting component C4

Using compound DCzDBT, phosphorescence luminance compound G1 and phosphorescence luminance compound G2, (DCzDBT/ phosphorescence is sent out The photosensitiveness compound G1/ phosphorescence luminance compound G2=90 weight weight of %/5 %/5 weight %) instead of the chemical combination in embodiment 4 Object DCzDBT, FIrpic and phosphorescence luminance compound G1 (DCzDBT/FIrpic/ phosphorescence luminance compounds G1=90 weights Measure the weight of %/5 %/5 weight %), it carries out similarly to Example 4 in addition to this, has made light-emitting component C4.

(evaluation of light-emitting component)

EL is thus observed to light-emitting component C4 application voltages to shine.1000cd/m²In driving voltage be 5.1 [V], it is external Quantum efficiency is 1.2 [%], and chromaticity coordinate (x, y) is (0.17,0.27).

Table 13

<Embodiment 10>The making and evaluation of light-emitting component 10

(formation of anode and hole injection layer)

Ito film is assigned with the thickness of 45nm anode is consequently formed by sputtering method on the glass substrate.It will on the anode The AQ-1200 (Plextronics corporations) of hole injectant as polythiophene-sulfonic acid system is by spin-coating method with the thickness of 35nm Degree forms a film, and under air atmosphere, hole injection layer is consequently formed in 170 DEG C of progress, heating in 15 minutes on hot plate.

(formation of hole transmission layer)

High-molecular compound P1 is set to be dissolved in dimethylbenzene with the concentration of 0.6 weight %.Using obtained xylene solution, Formed a film with the thickness of 20nm by spin-coating method on hole injection layer, in a nitrogen atmosphere on hot plate carry out 180 DEG C, Hole transmission layer is consequently formed in heating in 60 minutes.180 DEG C, heating in 60 minutes are carried out on hot plate, thus producing high-molecular Close the crosslinked that object P1 forms high-molecular compound P1.

(formation of luminescent layer)

Making compound DCzDBT, FIrpic and phosphorescence luminance compound G1, (compound DCzDBT/FIrpic/ phosphorescence is sent out The photosensitiveness compound G1=90 weight weight of %/5 %/5 weight %) chlorobenzene is dissolved in the concentration of 2.0 weight %.Using obtained Chlorobenzene solution is formed a film with the thickness of 60nm by spin-coating method on hole transmission layer, carries out 130 in a nitrogen atmosphere DEG C, heating in 10 minutes luminescent layer is consequently formed.

(formation of electron transfer layer)

(formation of cathode)

The substrate for being formed with electron transfer layer is decompressed to 1.0 × 10 in evaporator^-4After Pa or less, as cathode, Sodium fluoride about 4nm is deposited on electron transfer layer, then the AM aluminum metallization about 80nm on sodium fluoride layer.After vapor deposition, glass is used Substrate is sealed, and has thus made light-emitting component 10.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 10 to shine.1000cd/m²In driving voltage be 7.9 [V], it is external Quantum efficiency is 8.7 [%], and the peak wavelength of luminous spectrum is 470 [nm], and chromaticity coordinate (x, y) is (0.14,0.29).

<Embodiment 11>The making and evaluation of light-emitting component 11

Use chlorobenzene solution (2.0 weights dissolved with compound DCzDBT, FIrpiq and phosphorescence luminance compound G2 Measure %, the compound DCzDBT/FIrpiq/ phosphorescence luminance compound G2=90 weight weight of %/5 %/5 weight %) it replaces in fact Apply in example 10 dissolved with compound DCzDBT, FIrpiq and phosphorescence luminance compound G1 chlorobenzene solution (2.0 weight %, The compound DCzDBT/FIrpiq/ phosphorescence luminance compound G1=90 weight weight of %/5 %/5 weight %), in addition to this with Embodiment 10 is carried out similarly, and has made light-emitting component 11.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 11 to shine.1000cd/m²In driving voltage be 7.9 [V], it is external Quantum efficiency is 9.2 [%], and the peak wavelength of luminous spectrum is 470 [nm], and chromaticity coordinate (x, y) is (0.14,0.30).

<Embodiment 12>The making and evaluation of light-emitting component 12

Use chlorobenzene solution (2.0 weights dissolved with compound DCzDBT, FIrpiq and phosphorescence luminance compound G2 Measure %, the compound DCzDBT/FIrpiq/ phosphorescence luminance compound G2=70 weight weight of %/15 %/15 weight %) it replaces Chlorobenzene solution (2.0 weights dissolved with compound DCzDBT, FIrpiq and phosphorescence luminance compound G1 in embodiment 10 Measure %, the compound DCzDBT/FIrpiq/ phosphorescence luminance compound G1=90 weight weight of %/5 %/5 weight %), except this with It carries out similarly to Example 1 outside, has made light-emitting component 12.

(evaluation of light-emitting component)

EL is thus observed to the application voltage of light-emitting component 12 to shine.1000cd/m²In driving voltage be 9.2 [V], it is external Quantum efficiency is 10.0 [%], and the peak wavelength of luminous spectrum is 475 [nm], and chromaticity coordinate (x, y) is (0.14,0.33).

<Comparative example 5>The making and evaluation of light-emitting component C5

(formation of hole transmission layer) in embodiment 10 is changed to following (formation-C5 of hole transmission layer), it will (hair The formation of photosphere) following (formation-C5 of luminescent layer) are changed to, it carries out similarly to Example 10 in addition to this, has made hair Optical element C5.

(formation-C5 of hole transmission layer)

High-molecular compound P5 is set to be dissolved in chlorobenzene with the concentration of 0.5 weight %.Using obtained chlorobenzene solution in hole It is formed a film with the thickness of 20nm by spin-coating method on implanted layer, carries out 180 DEG C, 60 points on hot plate in a nitrogen atmosphere Hole transmission layer is consequently formed in the heating of clock.

(formation-C5 of luminescent layer)

(evaluation of light-emitting component)

EL is thus observed to light-emitting component C5 application voltages to shine.1000cd/m²In driving voltage be 7.2 [V], it is external Quantum efficiency is 1.3 [%], and chromaticity coordinate (x, y) is (0.15,0.29).

Table 14

Industrial availability

Claims

1. a kind of light-emitting component, the light-emitting component have anode, cathode, setting luminescent layer between the anode and cathode, with And the hole transmission layer being arranged between anode and luminescent layer,

Hole transmission layer is the layer obtained using the material with crosslinking group, and the material with crosslinking group is to include following formula (Z) Shown in structural unit shown in structural unit or following formula (Z ') high-molecular compound or following formula (Z ") shown in it is low Molecular compound,

It is 400nm less than 495nm and by following formula (A) that luminescent layer, which is using the peak-peak wavelength containing luminous spectrum, The phosphorescence luminance compound (A) of expression and the peak-peak wavelength of luminous spectrum be 400nm less than 495nm and by Layer obtained from the composition for the phosphorescence luminance compound (B) that following formula (B) indicates,

Phosphorescence luminance compound (A) have by ring R^A1With ring R^A2At least one and phosphorescence photism of the ligand backbone of composition Compound (B) have by ring R^B1With ring R^B2The ligand backbone of composition it is at least one mutually different,

In formula (Z),

NA indicates that 0~5 integer, n indicate 1 or 2,

Ar¹Indicate aromatic hydrocarbyl or heterocycle, these groups with or without substituent group,

L^AIndicate alkylidene, cycloalkylidene, arlydene, divalent heterocycle, group, oxygen atom or sulphur atom shown in-NR '-, These groups indicate hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, these groups with or without substituent group, R ' With or without substituent group, in L^AIn the case of multiple, they are identical or different,

X indicate selected from following crosslinking group A groups crosslinking group, X there are it is multiple in the case of, they are identical or different,

In formula (Z '),

MA indicate 0~5 integer, m indicate 1~4 integer, c indicate 0 or 1, mA there are it is multiple in the case of, their phases It is same or different,

Ar³Indicate aromatic hydrocarbyl, heterocycle or at least one aromatic series hydrocarbon ring and at least one heterocycle Direct Bonding at Group, these groups with or without substituent group,

Ar²And Ar⁴Each independently represent arlydene or divalent heterocycle, these groups with or without substituent group,

Ar²、Ar³And Ar⁴Respectively with the group Direct Bonding shape other than the group being bonded on the nitrogen-atoms that the group is bonded Cyclization does not form ring or forms ring via oxygen atom or sulfur atom linkage or do not form ring,

K^AGroup, oxygen atom or sulphur atom shown in expression alkylidene, cycloalkylidene, arlydene, divalent heterocycle ,-NR "-, These groups indicate hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, these groups with or without substituent group, R " With or without substituent group, in K^AIn the case of multiple, they are identical or different,

X ' indicates crosslinking group, hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle selected from following crosslinking group A groups, these Group is with or without substituent group, it should be noted that and at least one X ' is the crosslinking group selected from following crosslinking group A groups,

In formula (Z "),

Ar⁵Indicate aromatic hydrocarbyl, heterocycle or at least one aromatic series hydrocarbon ring and at least one heterocycle Direct Bonding at Group, these groups are with or without substituent group, in Ar⁵In the case of multiple, they are identical or different,

L^B1Group, oxygen atom or sulphur are former shown in expression alkylidene, cycloalkylidene, arlydene, divalent heterocycle ,-NR " '- Son, these groups are with or without substituent group, R " ' indicate hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle, these Group is with or without substituent group, in L^B1In the case of multiple, they are identical or different,

X " indicates crosslinking group, hydrogen atom, alkyl, naphthenic base, aryl or monovalence heterocycle selected from following crosslinking group A groups, these Group is with or without substituent group, and existing multiple X " are identical or different, it should be noted that among existing multiple X " extremely Few one is the crosslinking group selected from following crosslinking group A groups,

Crosslinking group A groups

In formula, these crosslinking groups with or without substituent group,

In formula (A),

n¹Indicate 1 or more integer, n²Indicate 0 or more integer, n¹+n²It is 2 or 3, is ruthenium atom, rhodium atom or iridium atom in M In the case of, n¹+n²It is 3, in the case where M is palladium atom or pt atom, n¹+n²It is 2,

E^A1And E^A2Each independently represent carbon atom or nitrogen-atoms, it should be noted that E^A1And E^A2In at least one party be that carbon is former Son,

Ring R^A1Indicate the heteroaromatic of five-membered ring or hexatomic ring, these rings are with or without substituent group, it should be noted that In ring R^A1In the case of heteroaromatic for hexatomic ring, E^A1For carbon atom, the substituent group there are it is multiple in the case of, They are identical or different, are mutually bonded and form ring together with the atom being respectively bonded or do not form ring, in ring R^A1In the presence of Have it is multiple in the case of, they are identical or different,

Ring R^A2Indicate five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring, these rings With or without substituent group, it should be noted that in ring R^A2In the case of heteroaromatic for hexatomic ring, E^A2For carbon original Son, the substituent group there are it is multiple in the case of, they are identical or different, be mutually bonded and with the atom one that is respectively bonded It rises and forms ring or do not form ring, in ring R^A2In the case of multiple, they are identical or different, it should be noted that Ring R^A1In the case of heteroaromatic for hexatomic ring, ring R^A2With electron-withdrawing group,

A¹- G¹- A²Indicate the bidentate ligand of anionic property, A¹And A²Carbon atom, oxygen atom or nitrogen-atoms are each independently represented, These atoms are to constitute the atom of ring or are not the atom for constituting ring, G¹Indicate singly-bound or and A¹And A²Two teeth are constituted together The atomic group of ligand, in A¹- G¹- A²In the case of multiple, they are identical or different,

In formula (B),

E^B1And E^B2Each independently represent carbon atom or nitrogen-atoms, it should be noted that E^B1And E^B2In at least one party be that carbon is former Son,

Ring R^B1Indicate the heteroaromatic of five-membered ring or hexatomic ring, these rings are with or without substituent group, it should be noted that In ring R^B1In the case of heteroaromatic for hexatomic ring, E^B1For carbon atom, the substituent group there are it is multiple in the case of, They are identical or different, are mutually bonded and form ring together with the atom being respectively bonded or do not form ring, in ring R^B1In the presence of Have it is multiple in the case of, they are identical or different,

Ring R^B2Indicate five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring, these rings With or without substituent group, it should be noted that in ring R^B2In the case of heteroaromatic for hexatomic ring, E^B2For carbon original Son, the substituent group there are it is multiple in the case of, they are identical or different, be mutually bonded and with the atom one that is respectively bonded It rises and forms ring or do not form ring, in ring R^B2In the case of multiple, they are identical or different, it should be noted that Ring R^B1In the case of heteroaromatic for hexatomic ring, ring R^B2With electron-withdrawing group,

A¹- G¹- A²Indicate the bidentate ligand of anionic property, A¹And A²Carbon atom, oxygen atom or nitrogen-atoms are each independently represented, These atoms are to constitute the atom of ring or are not the atom for constituting ring, G¹Indicate singly-bound or and A¹And A²Two teeth are constituted together The atomic group of ligand, in A¹- G¹- A²In the case of multiple, they are identical or different.

2. light-emitting component as described in claim 1, wherein the luminescent layer is adjacent with the hole transmission layer.

3. light-emitting component as described in claim 1, wherein the material with crosslinking group is comprising shown in the formula (Z) Structural unit or formula (Z ') shown in structural unit high-molecular compound.

4. light-emitting component as described in claim 1, wherein the material with crosslinking group is low shown in the formula (Z ") Molecular compound.

5. light-emitting component as described in claim 1, wherein the phosphorescence luminance compound (A) have by ring R^A1And ring R^A2The ligand backbone of composition all have with phosphorescence luminance compound (B) by ring R^B1With ring R^B2The ligand backbone of composition Whole it is mutually different.

6. such as light-emitting component according to any one of claims 1 to 5, wherein

In formula (A-1),

M、n¹、n²、E^A2And A¹- G¹- A²Indicate meaning same as above,

Ring R^A3Indicate the heteroaromatic of hexatomic ring, the ring is with or without substituent group, and there are multiple in the substituent group In the case of, they are identical or different, are mutually bonded and form ring together with the atom being respectively bonded or do not form ring, in ring R^A3In the case of multiple, they are identical or different,

Ring R^A4Indicate five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring, these rings With or without substituent group, it should be noted that in ring R^A4In the case of heteroaromatic for hexatomic ring, E^A2For carbon original Son, the substituent group there are it is multiple in the case of, they are identical or different, be mutually bonded and with the atom one that is respectively bonded It rises and forms ring or do not form ring, in ring R^A4In the case of multiple, they are identical or different, it should be noted that ring R^A4With electron-withdrawing group,

In formula,

M、n¹、n²、E^B1、E^B2And A¹- G¹- A²Indicate meaning same as above,

Ring R^B3Indicate pentacyclic heteroaromatic, the ring is with or without substituent group, and there are multiple in the substituent group In the case of, they are identical or different, are mutually bonded and form ring together with the atom being respectively bonded or do not form ring, in ring R^B3In the case of multiple, they are identical or different,

Ring R^B4Five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring are indicated, in ring R^B4 In the case of heteroaromatic for hexatomic ring, E^B2For carbon atom, these rings are deposited with or without substituent group in the substituent group In the case where having multiple, they are identical or different, are mutually bonded and are formed together with the atom being respectively bonded ring or not Ring is formed, in ring R^B4In the case of multiple, they are identical or different.

7. such as light-emitting component according to any one of claims 1 to 5, wherein the phosphorescence luminance compound (A) is following Phosphorescence luminance compound shown in formula (A-2), the phosphorescence luminance compound (B) are phosphorus shown in following formula (B-2) Light luminance compound,

In formula (A-2),

M、n¹、n²、E^A2And A¹- G¹- A²Indicate meaning same as above,

Ring R^A5Indicate imidazole ring, the ring with or without substituent group, the substituent group there are it is multiple in the case of, their phases It is same or different, it is mutually bonded and forms ring together with the atom being respectively bonded or do not form ring, in ring R^A5There are multiple In the case of, they are identical or different,

Ring R^A6Indicate five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring, these rings With or without substituent group, it should be noted that in ring R^A6In the case of heteroaromatic for hexatomic ring, E^A2For carbon original Son, the substituent group there are it is multiple in the case of, they are identical or different, be mutually bonded and with the atom one that is respectively bonded It rises and forms ring or do not form ring, in ring R^A6In the case of multiple, they are identical or different,

In formula (B-2),

M、n¹、n²、E^B1、E^B2And A¹- G¹- A²Indicate meaning same as above,

Ring R^B5Indicate triazole ring, the ring with or without substituent group, the substituent group there are it is multiple in the case of, their phases It is same or different, it is mutually bonded and forms ring together with the atom being respectively bonded or do not form ring, in ring R^B5There are multiple In the case of, they are identical or different,

Ring R^B6Five-membered ring or the aromatic series hydrocarbon ring or five-membered ring of hexatomic ring or the heteroaromatic of hexatomic ring are indicated, in ring R^B6 In the case of heteroaromatic for hexatomic ring, E^B2For carbon atom, these rings are deposited with or without substituent group in the substituent group In the case where having multiple, they are identical or different, are mutually bonded and are formed together with the atom being respectively bonded ring or not Ring is formed, in ring R^B6In the case of multiple, they are identical or different.

8. light-emitting component as claimed in claim 6, wherein

In formula (A-3),

M、n¹、n²And A¹- G¹- A²Indicate meaning same as above,

E^A71、E^A72、E^A73、E^A74、E^A81、E^A82、E^A83And E^A84Nitrogen-atoms or carbon atom are each independently represented, in E^A71、E^A72、 E^A73、E^A74、E^A81、E^A82、E^A83And E^A84In the case of multiple, each is identical or different, in E^A71、E^A72、E^A73、 E^A74、E^A81、E^A82、E^A83And E^A84In the case of nitrogen-atoms, R^A71、R^A72、R^A73、R^A74、R^A81、R^A82、R^A83And R^A84It is not present,

R^A71、R^A72、R^A73、R^A74、R^A81、R^A82、R^A83And R^A84Each independently represent hydrogen atom, alkyl, naphthenic base, alkoxy, Cycloalkyloxy, aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups with or without substituent group, In R^A71、R^A72、R^A73、R^A74、R^A81、R^A82、R^A83And R^A84In the case of multiple, each is identical or different, R^A71With R^A72、R^A72With R^A73、R^A73With R^A74、R^A71With R^A81、R^A81With R^A82、R^A82With R^A83And R^A83With R^A84Each group bonding and and each group The carbon atom being bonded forms ring or does not form ring together, it should be noted that R^A81、R^A82、R^A83And R^A84In at least one A is electron-withdrawing group,

In formula (B-3),

M、n¹、n²、E^B1And A¹- G¹- A²Indicate meaning same as above,

E^B71、E^B72、E^B73、E^B81、E^B82、E^B83And E^B84Nitrogen-atoms or carbon atom are each independently represented, in E^B71、E^B72、E^B73、 E^B81、E^B82、E^B83And E^B84In the case of multiple, each is identical or different, in E^B71、E^B72And E^B73For nitrogen-atoms In the case of, R^B71、R^B72And R^B73Existence or non-existence, in E^B81、E^B82、E^B83And E^B84In the case of nitrogen-atoms, R^B81、R^B82、 R^B83And R^B84It is not present,

R^B71、R^B72、R^B73、R^B81、R^B82、R^B83And R^B84Each independently represent hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkanes Oxygroup, aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups with or without substituent group, R^B71、R^B72、R^B73、R^B81、R^B82、R^B83And R^B84In the case of multiple, each is identical or different, R^B71With R^B72、 R^B72With R^B73、R^B71With R^B81、R^B81With R^B82、R^B82With R^B83And R^B83With R^B84The atom that each group is bonded and is bonded with each group Ring is formed together or does not form ring,

9. light-emitting component as claimed in claim 7, wherein

In formula (A-4),

M、n¹、n²And A¹- G¹- A²Indicate meaning same as above,

E^A91、E^A92、E^A93、E^A101、E^A102、E^A103And E^A104Nitrogen-atoms or carbon atom are each independently represented, in E^A91、E^A92、E^A93、 E^A101、E^A102、E^A103And E^A104In the case of multiple, each is identical or different, in E^A91、E^A92And E^A93For nitrogen original In the case of son, R^A91、R^A92And R^A93Existence or non-existence, in E^A101、E^A102、E^A103And E^A104In the case of for nitrogen-atoms, R^A101、R^A102、R^A103And R^A104It is not present,

R^A91、R^A92、R^A93、R^A101、R^A102、R^A103And R^A104Each independently represent hydrogen atom, alkyl, naphthenic base, alkoxy, ring Alkoxy, aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups with or without substituent group, R^A91、R^A92、R^A93、R^A101、R^A102、R^A103And R^A104In the case of multiple, each is identical or different, R^A91With R^A92、R^A92With R^A93、R^A91With R^A101、R^A101With R^A102、R^A102With R^A103And R^A103With R^A104Each group be bonded and with each group institute key The atom of conjunction forms ring or does not form ring together,

In formula (B-4),

M、n¹、n²、E^B1And A¹- G¹- A²Indicate meaning same as above,

E^B91、E^B92、E^B93、E^B101、E^B102、E^B103And E^B104Nitrogen-atoms or carbon atom are each independently represented, in E^B91、E^B92、E^B93、 E^B101、E^B102、E^B103And E^B104In the case of multiple, each is identical or different, in E^B91、E^B92And E^B93For nitrogen original In the case of son, R^B91、R^B92And R^B93Existence or non-existence, in E^B101、E^B102、E^B103And E^B104In the case of for nitrogen-atoms, R^B101、R^B102、R^B103And R^B104It is not present,

R^B91、R^B92、R^B93、R^B101、R^B102、R^B103And R^B104Each independently represent hydrogen atom, alkyl, naphthenic base, alkoxy, ring Alkoxy, aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups with or without substituent group, R^B91、R^B92、R^B93、R^B101、R^B102、R^B103And R^B104In the case of multiple, each is identical or different, R^B91With R^B92、R^B92With R^B93、R^B91With R^B101、R^B101With R^B102、R^B102With R^B103And R^B103With R^B104Each group be bonded and with each group institute key The atom of conjunction forms ring or does not form ring together,

10. light-emitting component as claimed in claim 8, wherein

Phosphorescence luminance compound shown in the formula (A-3) is phosphorescence photism shown in following formula (1), (2) or (3) Object is closed,

Phosphorescence luminance compound shown in the formula (B-3) is that phosphorescence shown in following formula (4), (5), (6) or (7) shines Property compound,

In formula,

A¹- G¹- A²Indicate meaning same as above,

M¹Indicate iridium atom or pt atom,

n³Indicate 1 or more integer, n⁴Indicate 0 or more integer, n³+n⁴It is 2 or 3, in M¹In the case of iridium atom, n³+n⁴For 3, in M¹In the case of pt atom, n³+n⁴It is 2,

R¹、R²、R³、R⁴、R¹¹、R¹²、R¹³And R¹⁴Each independently represent hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkyloxy, Aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups are with or without substituent group, in R¹、R²、R³、 R⁴、R¹¹、R¹²、R¹³And R¹⁴In the case of multiple, each is identical or different, R¹With R²、R²With R³、R³With R⁴、R¹With R¹¹、R¹¹With R¹²、R¹²With R¹³And R¹³With R¹⁴Each group is bonded and the carbon atom being bonded with each group forms ring or non-shape together Cyclization, it should be noted that R¹¹、R¹²、R¹³And R¹⁴At least one of be electron-withdrawing group,

In formula,

A¹- G¹- A²Indicate meaning same as above,

M¹Indicate iridium atom or pt atom,

n⁵Indicate 1 or more integer, n⁶Indicate 0 or more integer, n⁵+n⁶It is 2 or 3, in M¹In the case of iridium atom, n⁵+n⁶For 3, in M¹In the case of pt atom, n⁵+n⁶It is 2,

R²¹、R²²、R²³、R³¹、R³²、R³³And R³⁴Each independently represent hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkyloxy, Aryl, aryloxy group, monovalence heterocycle, halogen atom or substituted-amino, these groups are with or without substituent group, in R²¹、R²²、 R²³、R³¹、R³²、R³³And R³⁴In the case of multiple, each is identical or different, R²¹With R²²、R²²With R²³、R²¹With R³¹、R³¹With R³²、R³²With R³³And R³³With R³⁴Each group is bonded and the atom being bonded with each group forms ring or do not formed together Ring.

11. light-emitting component as claimed in claim 9, wherein

Phosphorescence luminance compound shown in the formula (A-4) is phosphorescence luminance compound shown in following formula (4) or (5),

Phosphorescence luminance compound shown in the formula (B-4) is phosphorescence luminance compound shown in following formula (6) or (7),

In formula,

A¹- G¹- A²Indicate meaning same as above,

M¹Indicate iridium atom or pt atom,

12. such as light-emitting component according to any one of claims 1 to 5, wherein

In formula,

Ar^H1And Ar^H2Each independently represent aryl or monovalence heterocycle, these groups with or without substituent group,

n^H1And n^H20 or 1 is each independently represented, in n^H1In the case of multiple, they are identical or different, existing more A n^H2It is identical or different,

n^H3Indicate 0 or more integer,

L^H1Indicate arlydene, divalent heterocycle or-[C (R^H11)₂]n^H11Shown in group, these groups have or do not have Substituted base, in L^H1In the case of multiple, they are identical or different,

n^H11Indicate 1 or more and 10 integers below, R^H11Indicate hydrogen atom, alkyl, naphthenic base, alkoxy, cycloalkyloxy, aryl Or monovalence heterocycle, these groups are with or without substituent group, existing multiple R^H11It is identical or different, be mutually bonded and with The carbon atom being respectively bonded forms ring or does not form ring together,

L^H2Expression-N (- L^H21- R^H21)-shown in group, in L^H2In the case of multiple, they are identical or different,

L^H21Indicate singly-bound, arlydene or divalent heterocycle, these groups are with or without substituent group, R^H21Expression hydrogen atom, Alkyl, naphthenic base, aryl or monovalence heterocycle, these groups are with or without substituent group.